Hydroxylamine → 4-[4-[(hydroxyimino)methyl]-2-thiazolyl]-1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]piperidine

HRID 1023032노트

반응식

HRID 1023032 반응식
[CH:1]([C:3]1[N:4]=[C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:26])[CH2:15][N:16]3[C:20]([CH3:21])=[CH:19][C:18]([C:22]([F:25])([F:24])[F:23])=[N:17]3)[CH2:10][CH2:9]2)[S:6][CH:7]=1)=O.[NH2:27][OH:28]>C(O)C>[OH:28][N:27]=[CH:1][C:3]1[N:4]=[C:5]([CH:8]2[CH2:13][CH2:12][N:11]([C:14](=[O:26])[CH2:15][N:16]3[C:20]([CH3:21])=[CH:19][C:18]([C:22]([F:25])([F:24])[F:23])=[N:17]3)[CH2:10][CH2:9]2)[S:6][CH:7]=1

참가 물질

4

반응물 2

HCID 787HydroxylamineHCID 866312444-(4-formyl-2-thiazolyl)-1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]piperidine2회

생성물 1

HCID 866312434-[4-[(hydroxyimino)methyl]-2-thiazolyl]-1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]piperidine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 4-(4-formyl-2-thiazolyl)-1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]piperidine (i.e. the product of Example 8, Step B) (0.8 g, 2.07 mmol) in ethyl alcohol (15 mL) was added hydroxylamine (50% aqueous solution, 0.136 g, 4.1 mmol) and the reaction mixture was stirred at room temperature for 10 minutes. The reaction mixture was concentrated under reduced pressure to give a yellow oil, which was purified by flash column chromatography on silica gel using 50% ethyl acetate in hexanes as eluant to give 0.7 g of the title compound as a white solid. This compound can be used as an intermediate to make compounds of the invention (via alkylation of the hydroxyimino group).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto give a yellow oil, which
  3. customwas purified by flash column chromatography on silica gel using 50% ethyl acetate in hexanes as eluant

출처 및 근거

ORD 기록
ord-3a71642011fd4883ac3163078fbd4b9a
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722678B2

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