Water → HCID 58654455、化合物

HRID 1170540ノート

反応式

HRID 1170540 の反応式
FC(F)(F)C(O)=O.[N:8]1([C:13]2[N:18]=[C:17]([CH:19]3[CH:23]([C:24](=[O:27])[NH:25][CH3:26])[CH2:22][CH2:21][N:20]3[CH2:28][CH2:29][N:30]([CH2:38][C:39]3[CH:47]=[CH:46][C:42]4[O:43][CH2:44][O:45][C:41]=4[CH:40]=3)C(=O)OC(C)(C)C)[CH:16]=[C:15]([CH3:48])[N:14]=2)[CH:12]=[CH:11][N:10]=[CH:9]1.O.[OH-].[NH4+]>C(Cl)Cl>[N:8]1([C:13]2[N:18]=[C:17]([CH:19]3[CH:23]([C:24]([NH:25][CH3:26])=[O:27])[CH2:22][CH2:21][N:20]3[CH2:28][CH2:29][NH:30][CH2:38][C:39]3[CH:47]=[CH:46][C:42]4[O:43][CH2:44][O:45][C:41]=4[CH:40]=3)[CH:16]=[C:15]([CH3:48])[N:14]=2)[CH:12]=[CH:11][N:10]=[CH:9]1

参加物

6

反応物 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 14923Ammonium HydroxideHCID 58654417HCID 58654417、化合物

生成物 1

HCID 58654455HCID 58654455、化合物収率 61%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2,2,2-Trifluoroacetic acid (5.00 mL, 67.3 mmol) was added dropwise over 5 minutes to a 0° C. solution of tert-butyl 2-(2-(2-(1H-imidazol-1-yl)-6-methylpyrimidin-4-yl)-3-(methylcarbamoyl)pyrrolidin-1-yl)ethyl(benzo[d][1,3]dioxol-5-ylmethyl)carbamate (100 mg, 0.18 mmol) in CH2Cl2 (5 mL). The reaction mixture was warmed to rt over 30 minutes then water (20 mL) was added. The solution was brought to pH=9 with ammonium hydroxide (100 mL), extracted with CH2Cl2 (3×10 mL), the combined organic layers were dried over Na2SO4, filtered and concentrated under vacuum to afford 50 mg (61%) of 2-(2-(1 H-imidazol-1-yl)-6-methylpyrimidin-4-yl)-1-(2-(benzo[d][1,3]dioxol-5-ylmethylamino)ethyl)-N-methylpyrrolidine-3-carboxamide as yellow oil. [M−H]+ 462.00.

後処理

  1. extractionextracted with CH2Cl2 (3×10 mL)
  2. dry with materialthe combined organic layers were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-4c28bee0a01148608f34e616ae6c241b
出典データセット
uspto-grants-2010_11
特許番号
US07825256B2

反応ノート

読み込み中…