Dimethylformamide dimethyl acetal → 3-{4-[(2E)-3-(dimethylamino)prop-2-enoyl]phenoxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

HRID 20595노트

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HRID 20595 반응식
[C:1]([C:4]1[CH:31]=[CH:30][C:7]([O:8][C:9]2[CH:10]=[C:11]([CH:21]=[C:22]([O:24][C@@H:25]([CH3:29])[CH2:26][O:27][CH3:28])[CH:23]=2)[C:12]([NH:14][C:15]2[CH:19]=[CH:18][N:17]([CH3:20])[N:16]=2)=[O:13])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].CO[CH:34](OC)[N:35]([CH3:37])[CH3:36]>>[CH3:34][N:35]([CH3:37])/[CH:36]=[CH:2]/[C:1]([C:4]1[CH:31]=[CH:30][C:7]([O:8][C:9]2[CH:10]=[C:11]([CH:21]=[C:22]([O:24][C@@H:25]([CH3:29])[CH2:26][O:27][CH3:28])[CH:23]=2)[C:12]([NH:14][C:15]2[CH:19]=[CH:18][N:17]([CH3:20])[N:16]=2)=[O:13])=[CH:6][CH:5]=1)=[O:3]

참가 물질

3

반응물 2

HCID 78373Dimethylformamide dimethyl acetalHCID 593469153-(4-Acetylphenoxy)-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

생성물 1

HCID 593469113-{4-[(2E)-3-(dimethylamino)prop-2-enoyl]phenoxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide수율 83.3%

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온도
100 °C

실험 절차

A mixture of 3-(4-acetylphenoxy)-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1′-methyl-1H-pyrazol-3-yl)benzamide (812 mg, 1.92 mmol) and N,N-dimethylformamide dimethyl acetal (10.2 mL, 77 mmol) was heated to 100° C. in a ‘Smith Creator’ microwave for 140 mins. The volatiles were removed under reduced pressure and the resulting oil purified by chromatography on silica, eluting with 0-20% methanol in DCM, to give the desired product (765 mg).

후처리

  1. customThe volatiles were removed under reduced pressure
  2. customthe resulting oil purified by chromatography on silica
  3. washeluting with 0-20% methanol in DCM

출처 및 근거

ORD 기록
ord-d8a02c3d16a646df9639e69743212fac
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745475B2

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