Dimethylformamide → HCID 69217464、化合物

HRID 2221952ノート

反応式

HRID 2221952 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:19]=1[O:20][CH2:21][C:22]1[N:23]=[C:24]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[O:25][C:26]=1[CH3:27])[CH2:6][O:7][C:8]1[C:12]([C:13]([OH:15])=O)=[CH:11][N:10]([CH3:16])[N:9]=1.Cl.C([N:37]=C=NCCCN(C)C)C.CN(C)C=O>O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:19]=1[O:20][CH2:21][C:22]1[N:23]=[C:24]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[O:25][C:26]=1[CH3:27])[CH2:6][O:7][C:8]1[C:12]([C:13]([NH2:37])=[O:15])=[CH:11][N:10]([CH3:16])[N:9]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 692152243-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-methyl-1H-pyrazole-4-carboxylic acid

生成物 1

HCID 69217464HCID 69217464、化合物収率 79.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 3-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-methyl-1H-pyrazole-4-carboxylic acid (0.90 g), 1-hydroxy-1H-1,2,3-benzotriazole ammonia complex (0.35 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.45 g) and N,N-dimethylformamide (10 mL) was stirred overnight at room temperature. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed successively with dilute hydrochloric acid, saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate and concentrated to give 3-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-methyl-1H-pyrazole-4-carboxamide (0.71 g, yield 79%) as colorless crystals. The crystals were recrystallized from acetone-hexane. melting point: 168-169° C.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed successively with dilute hydrochloric acid, saturated aqueous sodium hydrogen carbonate and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-af12d5e7b0dd462cb16d77e6008528a4
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

反応ノート

読み込み中…