Water → HCID 57989915、化合物

HRID 239557

反応式

HRID 239557 の反応式
Br[CH:2]([C:19]1[CH:24]=[CH:23][N:22]=[C:21]([Cl:25])[N:20]=1)[C:3]([C:5]1[C:6]([F:18])=[C:7]([NH:11][C:12](=[O:17])[O:13][CH2:14][CH:15]=[CH2:16])[CH:8]=[CH:9][CH:10]=1)=O.[CH3:26][C:27]([CH3:32])([CH3:31])[C:28]([NH2:30])=[O:29].O>CC(N(C)C)=O>[Cl:25][C:21]1[N:20]=[C:19]([C:2]2[O:29][C:28]([C:27]([CH3:32])([CH3:31])[CH3:26])=[N:30][C:3]=2[C:5]2[C:6]([F:18])=[C:7]([NH:11][C:12](=[O:17])[O:13][CH2:14][CH:15]=[CH2:16])[CH:8]=[CH:9][CH:10]=2)[CH:24]=[CH:23][N:22]=1

参加物

5

反応物 3

HCID 962WaterHCID 12957TrimethylacetamideHCID 57989908HCID 57989908、化合物

生成物 1

HCID 57989915HCID 57989915、化合物収率 19.7%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
80 °C

実験手順

A stirring mixture of 2-propen-1-yl {3-[bromo(2-chloro-4-pyrimidinyl)acetyl]-2-fluorophenyl}carbamate (6.1 g, 14.23 mmol) and 2,2-dimethylpropanamide (2.16 g, 21.35 mmol) in DMA (200 ml) was heated to 80° C. for 2 days. Upon cooling, the reaction mixture was poured into water (500 ml) and extracted with EtOAc (100 ml×5). The combined organic layers were washed with brine, separated, dried over Na2SO4, filtered, and concentrated. The crude product was added to a silica gel column and eluted with petroleum ether with EtOAc (10% to 16%) and collected fractions to obtain title compound as yellow solid (1.21 g, 19%). MS (ES): 431 [M+H]+.

後処理

  1. temperatureUpon cooling
  2. extractionextracted with EtOAc (100 ml×5)
  3. washThe combined organic layers were washed with brine
  4. customseparated
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. additionThe crude product was added to a silica gel column
  9. washeluted with petroleum ether with EtOAc (10% to 16%)
  10. customcollected fractions

出典と根拠

ORDレコード
ord-08f9f4ce6f1e4d6e8590fd76285e4a17
出典データセット
uspto-grants-2014_02
特許番号
US08642759B2

関連ノート

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