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| CAS No.: | 1421373-65-0 |
|---|---|
| Name: | AZD-9291 |
| Article Data: | 37 |
| Molecular Structure: | |
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| Formula: | N/A |
| Molecular Weight: | 499.616 |
| Synonyms: | AZD-9291;N(2{[2(diMethylaMino)ethyl](Methyl)aMino}4Methoxy5{[4(1Methyl1Hindol3yl)pyriMidin2yl]aMino}phenyl)prop2enaMide;N-[2-[[2-(Dimethylamino)ethyl]methylamino]-4-methoxy-5-[[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]amino]phenyl]-2-propenamide;AZD9291,AZD-9291;2-Propenamide, N-[2-[[2-(dimethylamino)ethyl]methylamino]-4-methoxy-5-[[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]amino]phenyl]-;AZD9291 N-[2-[[2-(Dimethylamino)ethyl]methylamino]-4-methoxy-5-[[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]amino]phenyl]-2-propenamide;N-[2-[[2-(Dimethylamino)ethyl]methylamino]-4-methoxy-5-[[4-(1-methyl-1H-indol-3-yl)-2-pyrimidinyl]amino]phenyl]-2-propenamide AZD9291;N-(2-((2-(dimethylamino)ethyl)(methyl)amino)-4-methoxy-5-((4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)amino)phenyl)acrylamide |
| Density: | 1.19±0.1 g/cm3(Predicted) |
| PSA: | 0.00000 |
| LogP: | 0.00000 |
- 144851-82-1METHYL2-AMINO-3-FLUOROBENZOATE
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- 173606-50-3BOC-10-AMINODECANOIC ACID
- 361456-36-2METHYL (R)-(+)-ISOCYANATO-3-PHENYLPROPI&
- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
- 81281-59-67-Benzylideneaminotheophylline
- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 1421372-66-8
N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline
- 79-10-7
acrylic acid
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| In isopropyl alcohol at 35℃; for 4h; Temperature; Time; Solvent; Molecular sieve; Microwave irradiation; | 97.9% |
| In isopropyl alcohol at 35℃; for 4h; Solvent; Temperature; Molecular sieve; Microwave irradiation; | 97.9% |
| In ethanol; Petroleum ether at 55 - 60℃; for 8h; Time; Reflux; Molecular sieve; | 95.3% |
| Stage #1: acrylic acid With lithium carbonate; methanesulfonyl chloride In acetonitrile at 10℃; for 1.5h; Stage #2: N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline In acetonitrile at 0℃; Reagent/catalyst; Solvent; Temperature; | 92.2% |
- 1421372-66-8
N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline
- 814-68-6
acryloyl chloride
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| With sodium carbonate In N,N-dimethyl-formamide at -5℃; for 2h; Temperature; Solvent; | 95.5% |
| With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 40℃; for 12h; Solvent; Reagent/catalyst; Temperature; | 88% |
| With triethylamine In ethyl acetate at 5 - 10℃; Inert atmosphere; | 86.37% |
- 1421372-66-8
N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline
- 625-36-5
2-chloropropionyl chloride
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| Stage #1: N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline; 2-chloropropionyl chloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; water at 0 - 20℃; for 0.25h; Stage #2: With sodium hydroxide In tetrahydrofuran; water at 65℃; for 10h; | 94% |
| Stage #1: N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline; 2-chloropropionyl chloride In tetrahydrofuran; water at 20℃; for 0.25h; Stage #2: With sodium hydroxide In tetrahydrofuran; water at 65℃; for 10h; | 94% |
| Stage #1: N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline; 2-chloropropionyl chloride In tetrahydrofuran at 0 - 20℃; for 0.25h; Stage #2: With sodium hydroxide In tetrahydrofuran at 65℃; for 10h; | 94% |
| Stage #1: N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline; 2-chloropropionyl chloride In tetrahydrofuran; water at 0 - 28℃; for 1h; Stage #2: With sodium hydroxide In tetrahydrofuran; water for 8h; Reflux; | 79.6% |
| Stage #1: N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline; 2-chloropropionyl chloride In water; acetone at -3 - 30℃; for 1.5h; Stage #2: With triethylamine In water; acetone at 25 - 60℃; | 77.14% |
- 1421373-36-5
3-chloro-N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propanamide
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| With triethylamine In acetonitrile at 80℃; for 6h; | 94% |
| With sodium hydroxide In tetrahydrofuran; water at 65℃; for 10h; | 94% |
| Stage #1: 3-chloro-N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propanamide With triethylamine In acetonitrile at 80℃; for 6h; Stage #2: With water at 20℃; for 12h; | 94% |
- 1032452-86-0
2-chloro-4-(1'-methyl-1H-indol-3-yl)pyrimidine
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In 2-methyl-propan-1-ol at 55℃; for 5h; | 93% |
| With toluene-4-sulfonic acid In butan-1-ol at 40℃; for 2.5h; | 92% |
| With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 7h; Reagent/catalyst; Time; | 75.5% |
- 954421-16-0
(2E)-3-(dimethylamino)-1-(1-methyl-1H-indol-3-yl)-2-propen-1-one
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| With sodium hydroxide In butan-1-ol at 90 - 105℃; | 91% |
- 1421372-67-9
N1-(2-(dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine
- 79-10-7
acrylic acid
- 814-68-6
acryloyl chloride
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| Stage #1: N1-(2-(dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 20 - 50℃; Stage #2: acrylic acid; acryloyl chloride With N-ethyl-N,N-diisopropylamine at 20℃; | 72.1% |
- 2051-76-5
acrylic acid anhydride
- 1421372-66-8
N‑2‑[[2‑(dimethylamino)ethyl]methylamino]‑4‑methoxy‑5‑[[4‑(1‑methyl‑1H‑indole-3-yl)-2-pyrimidinyl]amino]aniline
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In dichloromethane at 5℃; for 2h; | 62% |
- 1421372-67-9
N1-(2-(dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine
- 79-10-7
acrylic acid
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| Stage #1: N1-(2-(dimethylamino)ethyl)-5-methoxy-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitrobenzene-1,4-diamine With 5%-palladium/activated carbon; hydrogen In tetrahydrofuran at 20℃; for 2h; Stage #2: acrylic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine at 20℃; for 4h; Inert atmosphere; | 61% |
- 1075705-01-9
4-fluoro-2-methoxy-5-nitro-phenylamine
- 1421373-65-0
[N-(2-{[2-(dimethylamino)ethyl](methyl)amino}-4-methoxy-5-{[4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl]amino}phenyl)propen-2-amide]
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: toluene-4-sulfonic acid / 2.5 h / 105 °C 2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 85 °C 3.1: iron; ammonium chloride / water; ethanol / 2 h / Reflux 4.1: N-ethyl-N,N-diisopropylamine / water; tetrahydrofuran / 0.25 h / 0 - 20 °C 4.2: 10 h / 65 °C View Scheme | |
| Multi-step reaction with 4 steps 1: toluene-4-sulfonic acid / 2.5 h / 105 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 85 °C 3: iron; ammonium chloride / water; ethanol / 2 h / Reflux 4: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / Cooling with ice View Scheme | |
| Multi-step reaction with 5 steps 1: toluene-4-sulfonic acid / 2.5 h / 105 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 85 °C 3: iron; ammonium chloride / water; ethanol / 2 h / Reflux 4: potassium carbonate / acetone / 0.5 h / -50 - -20 °C 5: triethylamine / acetonitrile / 6 h / 80 °C View Scheme |
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