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

HRID 1428099노트

반응식

HRID 1428099 반응식
CCN(C(C)C)C(C)C.[F:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[C:18](=[O:31])[C:19]([C:28](O)=[O:29])=[CH:20][N:21]([CH2:23][C:24]([F:27])([F:26])[F:25])[CH:22]=2)=[CH:13][CH:12]=1.CCOC(C(C#N)=NOC(N1CCOCC1)=[N+](C)C)=O.F[P-](F)(F)(F)(F)F.[NH2:59][C:60]1[CH:65]=[CH:64][C:63]([C:66]2[C:67]([NH2:73])=[N:68][CH:69]=[C:70]([Br:72])[CH:71]=2)=[CH:62][CH:61]=1>CN(C=O)C.O>[NH2:73][C:67]1[C:66]([C:63]2[CH:62]=[CH:61][C:60]([NH:59][C:28]([C:19]3[C:18](=[O:31])[C:17]([C:14]4[CH:15]=[CH:16][C:11]([F:10])=[CH:12][CH:13]=4)=[CH:22][N:21]([CH2:23][C:24]([F:26])([F:25])[F:27])[CH:20]=3)=[O:29])=[CH:65][CH:64]=2)=[CH:71][C:70]([Br:72])=[CH:69][N:68]=1

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 682889763-(4-Aminophenyl)-5-bromopyridin-2-amineHCID 75951468(1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphateHCID 867000505-(4-Fluorophenyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydropyridine-3-carboxylic acid

생성물 1

HCID 86700049N-[4-(2-Amino-5-bromopyridin-3-yl)phenyl]-5-(4-fluorophenyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydropyridine-3-carboxamide수율 89.9%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

DIPEA (414 μl) was added to a solution of the compound obtained in Step 2 of Example 9 (500 mg) and COMU (883 mg) in DMF (8.0 ml) at room temperature, and the mixture was stirred for 25 minutes. The compound obtained in Step 1 of Example 1 (440 mg) was added at room temperature. The mixture was stirred for 19 hours, followed by the addition of water. The precipitated solid was collected by filtration, suspended in chloroform/diisopropyl ether and then collected by filtration to give 800 mg of the title compound.

후처리

  1. stirringThe mixture was stirred for 19 hours
  2. filtrationThe precipitated solid was collected by filtration
  3. filtrationcollected by filtration

출처 및 근거

ORD 기록
ord-e7de9642c0cb4c41a951320a01d92bba
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933103B2

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