Diisopropylethylamine → N-[4-(2-Amino-5-bromopyridin-3-yl)phenyl]-1-ethyl-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamide

HRID 1428110노트

반응식

HRID 1428110 반응식
CCN(C(C)C)C(C)C.[NH2:10][C:11]1[C:16]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]3[C:31](=[O:32])[C:30]([C:33]4[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=4)=[CH:29][N:28]([CH2:40][CH3:41])[CH:27]=3)=[O:25])=[CH:19][CH:18]=2)=[CH:15][C:14](C2C=CC(OC)=C(OC)C=2)=[CH:13][N:12]=1.CCOC(C(C#N)=NOC(N1CCOCC1)=[N+](C)C)=O.F[P-](F)(F)(F)(F)F.NC1C=CC(C2C(N)=NC=C([Br:92])C=2)=CC=1>CN(C=O)C.O>[NH2:10][C:11]1[C:16]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][C:24]([C:26]3[C:31](=[O:32])[C:30]([C:33]4[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=4)=[CH:29][N:28]([CH2:40][CH3:41])[CH:27]=3)=[O:25])=[CH:19][CH:18]=2)=[CH:15][C:14]([Br:92])=[CH:13][N:12]=1

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 682889763-(4-Aminophenyl)-5-bromopyridin-2-amineHCID 71660811N-{4-[2-Amino-5-(3,4-dimethoxyphenyl)pyridin-3-yl]phenyl}-1-ethyl-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamideHCID 75951468(1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate

생성물 1

HCID 86700063N-[4-(2-Amino-5-bromopyridin-3-yl)phenyl]-1-ethyl-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamide수율 242%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

DIPEA (120 μl) was added to a solution of the compound obtained in Step of Example 3 (80 mg) and COMU (192 mg) in DMF (1.5 ml) at room temperature, and the mixture was stirred for 10 minutes. The compound obtained in Step 1 of Example 1 (100 mg) was added at room temperature. The mixture was stirred for four hours, followed by the addition of water. The precipitated solid was collected by filtration to give 174 mg of the title compound.

후처리

  1. stirringThe mixture was stirred for four hours
  2. filtrationThe precipitated solid was collected by filtration

출처 및 근거

ORD 기록
ord-76b689fb31134481b6681518f1f31943
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933103B2

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