3-Cyano-5-(trifluoromethoxy)benzoic acid → 3-Cyano-N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(trifluoromethoxy)benzamide

HRID 1055730노트

반응식

HRID 1055730 반응식
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[N:9]1[C:16]2[N:12]([N:13]=[C:14]([C:17]3[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=3)[CH:15]=2)[CH:11]=[CH:10]1.[C:23]([C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([O:34][C:35]([F:38])([F:37])[F:36])[CH:33]=1)[C:28](O)=[O:29])#[N:24]>>[C:23]([C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([O:34][C:35]([F:36])([F:38])[F:37])[CH:33]=1)[C:28]([NH:6][C:5]1[CH:7]=[CH:8][C:2]([CH3:1])=[C:3]([N:9]2[C:16]3[N:12]([N:13]=[C:14]([C:17]4[CH:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[CH:15]=3)[CH:11]=[CH:10]2)[CH:4]=1)=[O:29])#[N:24]

참가 물질

3

반응물 2

HCID 219425323-Cyano-5-(trifluoromethoxy)benzoic acidHCID 897000234-Methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]aniline

생성물 1

HCID 896999143-Cyano-N-{4-methyl-3-[6-(pyridin-3-yl)-1H-imidazo[1,2-b]pyrazol-1-yl]phenyl}-5-(trifluoromethoxy)benzamide

실험 절차

Analogously to the procedure for Example 33, 50 mg (0.17 mmol) of the compound of Example 6A and 40 mg (0.18 mmol) of the compound of Example 41A were reacted with one another. After purification of the crude product by preparative HPLC, the product-containing fractions were concentrated to a small residual volume and made alkaline with a little saturated aqueous sodium bicarbonate solution. The precipitate formed was filtered off, washed with water and dried. This gave 56 mg (65% of theory) of the title compound.

후처리

  1. customAfter purification of the crude product by preparative HPLC
  2. concentrationthe product-containing fractions were concentrated to a small residual volume
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-a39771ff0898428aa8d860ccf33c282c
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394309B2

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