Water → HCID 58654455, 화합물

HRID 1170540노트

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HRID 1170540 반응식
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

참가 물질

6

반응물 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 14923Ammonium HydroxideHCID 58654417HCID 58654417, 화합물

생성물 1

HCID 58654455HCID 58654455, 화합물수율 61%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4c28bee0a01148608f34e616ae6c241b
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07825256B2

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