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 20595ノート

反応式

HRID 20595 の反応式
[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]

参加物

3

反応物 2

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

生成物 1

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

反応条件

温度
100 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-d8a02c3d16a646df9639e69743212fac
出典データセット
uspto-grants-2010_06
特許番号
US07745475B2

反応ノート

読み込み中…