PARP inhibitors have achieved great succ...
The invention discloses a PARP-1/PI3K do...
To develop novel therapeutic agents with...
The invention provides a method of treat...
1H-thieno[3,2-d]pyrimidine-2,4-dione
2,4-dichlorothieno[3,2-d]pyrimidine
Conditions | Yield |
---|---|
With
N-ethyl-N,N-diisopropylamine; trichlorophosphate;
for 2h;
Heating / reflux;
|
100% |
With
N,N-dimethyl-formamide; trichlorophosphate;
at 110 ℃;
for 2h;
|
95.4% |
With
N,N-diethylaniline; trichlorophosphate;
at 105 ℃;
for 16h;
|
92% |
With
N,N-dimethyl-aniline; trichlorophosphate;
In
acetonitrile;
at 20 - 85 ℃;
for 26h;
Inert atmosphere;
Large scale;
|
89% |
With
N-ethyl-N,N-diisopropylamine; trichlorophosphate;
for 2h;
Reflux;
|
87.3% |
With
N,N-dimethyl-aniline; trichlorophosphate;
In
acetonitrile;
at 0 - 85 ℃;
for 48h;
|
84% |
With
trichlorophosphate;
at 80 ℃;
for 8h;
|
84.7% |
With
N,N-dimethyl-aniline; trichlorophosphate;
In
acetonitrile;
at 20 - 85 ℃;
for 24h;
Cooling;
|
83% |
With
trichlorophosphate;
In
N,N-dimethyl-aniline; acetonitrile;
at 15 - 85 ℃;
for 24h;
|
83% |
With
N,N-dimethyl-aniline; trichlorophosphate;
In
acetonitrile;
at 85 ℃;
for 24h;
|
83% |
With
trichlorophosphate;
at 105 - 110 ℃;
for 16h;
Inert atmosphere;
|
82% |
With
trichlorophosphate;
for 16h;
Inert atmosphere;
Reflux;
|
82% |
With
triethylamine; trichlorophosphate;
at 0 ℃;
for 8h;
Reflux;
|
81.7% |
With
trichlorophosphate;
for 8h;
Reflux;
|
81.4% |
With
N,N-dimethyl-aniline; trichlorophosphate;
In
acetonitrile;
at 50 - 85 ℃;
Large scale;
|
79.6% |
With
trichlorophosphate;
for 6h;
Heating / reflux;
|
75% |
With
trichlorophosphate;
for 6h;
Heating / reflux;
|
75% |
With
trichlorophosphate;
for 6h;
Heating / reflux;
|
75% |
With
trichlorophosphate;
for 6h;
Heating / reflux;
|
75% |
1H-thieno[3,2-d]pyrimidine-2,4-dione;
With
trichlorophosphate;
for 6h;
Heating / reflux;
With
water;
|
75% |
With
trichlorophosphate;
In
acetonitrile;
for 24h;
Heating / reflux;
|
75% |
With
trichlorophosphate;
|
75% |
With
trichlorophosphate;
for 6h;
Reflux;
|
75% |
With
trichlorophosphate;
for 6h;
Reflux;
|
75% |
With
trichlorophosphate;
In
acetonitrile;
for 24h;
Heating / reflux;
|
75% |
With
trichlorophosphate;
for 6h;
Heating / reflux;
|
75% |
With
trichlorophosphate;
for 6h;
Heating / reflux;
|
75% |
With
trichlorophosphate;
for 10h;
Reflux;
|
74% |
With
trichlorophosphate;
for 5h;
Reflux;
|
74% |
With
trichlorophosphate;
for 10h;
Reflux;
|
74% |
With
trichlorophosphate;
at 110 ℃;
for 5h;
|
74% |
With
trichlorophosphate;
for 10h;
Reflux;
|
74% |
With
trichlorophosphate;
at 200 ℃;
for 3h;
|
73.3% |
With
trichlorophosphate;
for 8h;
Inert atmosphere;
Heating;
|
73% |
With
N,N-dimethyl-formamide; trichlorophosphate;
for 8h;
Reflux;
|
72% |
With
N,N-dimethyl-formamide; trichlorophosphate;
for 8h;
Reflux;
|
72% |
With
trichlorophosphate;
In
N,N-dimethyl-formamide;
for 8h;
Reflux;
|
72% |
With
trichlorophosphate;
for 10h;
Reflux;
|
70% |
With
N,N-dimethyl-aniline; trichlorophosphate;
for 16h;
Reflux;
|
67% |
With
trichlorophosphate;
for 8h;
Reflux;
|
67% |
With
trichlorophosphate;
at 106 ℃;
for 3h;
Inert atmosphere;
|
41% |
With
phosphorus pentachloride; trichlorophosphate;
at 135 ℃;
for 5h;
|
36% |
With
trichlorophosphate;
at 116 ℃;
for 5h;
|
28% |
With
2,3-Dimethylaniline; trichlorophosphate;
In
diethyl ether; water;
|
|
With
N,N-diethylaniline; trichlorophosphate;
at 100 ℃;
for 12h;
|
|
With
N,N-dimethyl-formamide; trichlorophosphate;
for 8h;
Reflux;
|
|
With
trichlorophosphate;
for 6h;
Reflux;
|
16.9 g |
With
N,N-dimethyl-formamide; trichlorophosphate;
Reflux;
|
|
With
trichlorophosphate;
at 100 ℃;
for 10h;
|
|
With
phosphorus pentachloride; trichlorophosphate;
at 120 ℃;
for 6h;
Inert atmosphere;
|
|
With
trichlorophosphate;
at 100 ℃;
for 10h;
|
|
With
N,N-dimethyl-formamide; trichlorophosphate;
for 8h;
Reflux;
|
|
With
trichlorophosphate;
for 8h;
Reflux;
|
2,4-dihydroxythieno[3,2-d]pyrimidine
2,4-dichlorothieno[3,2-d]pyrimidine
Conditions | Yield |
---|---|
With
trichlorophosphate;
at 100 ℃;
Product distribution / selectivity;
|
100% |
With
trichlorophosphate;
at 120 ℃;
|
100% |
With
trichlorophosphate;
In
acetonitrile;
for 4h;
Reflux;
|
95% |
With
trichlorophosphate;
for 14h;
Heating / reflux;
|
93% |
With
trichlorophosphate;
for 14h;
Heating / reflux;
|
93% |
With
trichlorophosphate;
In
acetonitrile;
at 90 ℃;
for 8h;
|
81.4% |
With
1-methyl-pyrrolidin-2-one; trichlorophosphate;
In
toluene;
Reflux;
Inert atmosphere;
|
80% |
With
1-methyl-pyrrolidin-2-one; trichlorophosphate;
In
toluene;
for 16h;
Reflux;
|
80% |
With
trichlorophosphate;
In
acetonitrile;
for 48h;
Reflux;
|
79% |
With
N,N-dimethyl-aniline; trichlorophosphate;
In
acetonitrile;
at 80 - 85 ℃;
for 72h;
|
79% |
With
trichlorophosphate;
In
N,N-dimethyl-formamide;
at 120 ℃;
for 3h;
|
79.6% |
With
N,N-dimethyl-aniline; trichlorophosphate;
for 14h;
Heating / reflux;
|
74.4% |
With
trichlorophosphate;
for 10h;
Reflux;
|
70.5% |
With
trichlorophosphate;
for 10h;
Reflux;
|
70.5% |
With
trichlorophosphate;
for 12h;
Reflux;
|
69% |
With
N,N-dimethyl-formamide; trichlorophosphate;
for 12h;
Reflux;
|
69.8% |
With
P,P-dichlorophenylphosphine oxide;
at 170 ℃;
for 2h;
|
66% |
With
P,P-dichlorophenylphosphine oxide;
at 170 ℃;
for 2h;
|
66% |
With
P,P-dichlorophenylphosphine oxide;
at 180 ℃;
for 4h;
|
60% |
With
trichlorophosphate;
In
N,N-dimethyl-aniline;
for 3h;
|
51.2% |
With
trichlorophosphate;
|
1H-thieno[3,2-d]pyrimidine-2,4-dione
thienoyleneurea
2,4-dihydroxythieno[3,2-d]pyrimidine
Methyl 3-aminothiophene-2-carboxylate
4'-[[[2-chlorothieno-[3,2-d]pyrimidin-4-yL]amino]methyl][1,1'-biphenyl]-2-carboxylic acid methyl ester
2-(3,4-Dimethoxyphenethylamino)-4-(1,2,3,4-tetrahydro-6,7-dimethoxyisoquinol-2-yl)thieno[3,2-d]pyrimidine hydrochloride
4-((2-chlorothiophene[3,2-d]pyrimidin-4-yl)oxy)-3,5-dimethylbenzonitrile
2-chloro-N-mesitylthieno[3,2-d]pyrimidin-4-amine