3-Cyanobenzoic acid → 3-cyano-N-(3-ethyl-1-phenyl-1H-indazol-6-yl)benzamide

HRID 68696

반응식

HRID 68696 반응식
Cl.[CH2:2]([C:4]1[C:12]2[C:7](=[CH:8][C:9]([NH2:13])=[CH:10][CH:11]=2)[N:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:5]=1)[CH3:3].[C:20]([C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=1)[C:25](O)=[O:26])#[N:21].CCN=C=NCCCN(C)C>ClCCl>[C:20]([C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=1)[C:25]([NH:13][C:9]1[CH:8]=[C:7]2[C:12]([C:4]([CH2:2][CH3:3])=[N:5][N:6]2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:11][CH:10]=1)=[O:26])#[N:21]

참가 물질

5

반응물 3

HCID 158753-Cyanobenzoic acidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 67449229HCID 67449229, 화합물

생성물 1

HCID 584836063-cyano-N-(3-ethyl-1-phenyl-1H-indazol-6-yl)benzamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Into a 100-mL round-bottom flask, was placed a solution of 3-ethyl-1-phenyl-1H-indazol-6-amine hydrochloride (1 g, 3.60 mmol, 1.00 equiv, 98%) in dichloromethane (50 mL), 3-cyanobenzoic acid (646.8 mg, 4.31 mmol, 1.20 equiv), TEA (445 mg, 4.31 mmol, 1.20 equiv), EDCI (845 mg, 4.31 mmol, 1.20 equiv). The resulting solution was stirred for 5 h at room temperature. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:3). The collected fractions were combined and concentrated under vacuum to yield 3-cyano-N-(3-ethyl-1-phenyl-1H-indazol-6-yl)benzamide as a white solid.

후처리

  1. customInto a 100-mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-c9885fe5911146dc96984cf3bded2107
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822447B2

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