Sodium Bicarbonate → N-Cyclohexyl-3-(3-((4-(2-methylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)-N-(2-oxoethyl)propanamide

HRID 446464노트

반응식

HRID 446464 반응식
[CH:1]1([N:7]([CH2:41][CH:42](OC)[O:43]C)[C:8](=[O:40])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]3[CH2:39][CH2:38][C:24]4([O:29][CH2:28][CH2:27][N:26]([C:30]([C:32]5[N:33]=[C:34]([CH3:37])[S:35][CH:36]=5)=[O:31])[CH2:25]4)[CH2:23][CH2:22]3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:1]1([N:7]([CH2:41][CH:42]=[O:43])[C:8](=[O:40])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]3[CH2:39][CH2:38][C:24]4([O:29][CH2:28][CH2:27][N:26]([C:30]([C:32]5[N:33]=[C:34]([CH3:37])[S:35][CH:36]=5)=[O:31])[CH2:25]4)[CH2:23][CH2:22]3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 57989141N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-((4-(2-methylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanamide

생성물 1

HCID 57989266N-Cyclohexyl-3-(3-((4-(2-methylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)-N-(2-oxoethyl)propanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Tosic acid monohydrate (1.38 g) was added to a solution of N-cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-((4-(2-methylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanamide (0.68 g) in DCM (10 mL) and the resulting mixture stirred at RT until consumption of the acetal was complete (4 h). Saturated sodium bicarbonate solution (10 mL) was cautiously added and the mixture was stirred until bubbling ceased (10 min). The reaction mixture was diluted with DCM (50 mL) and the aqueous phase separated. The organic phase was washed with saturated sodium bicarbonate solution (2×20 mL) and brine (20 mL), dried over sodium sulphate, filtered and evaporated to give the subtitled compound as a gum. Yield 0.61 g.

후처리

  1. custom(4 h)
  2. customuntil bubbling
  3. custom(10 min)
  4. additionThe reaction mixture was diluted with DCM (50 mL)
  5. customthe aqueous phase separated
  6. washThe organic phase was washed with saturated sodium bicarbonate solution (2×20 mL) and brine (20 mL)
  7. dry with materialdried over sodium sulphate
  8. filtrationfiltered
  9. customevaporated

출처 및 근거

ORD 기록
ord-73f46f94d2d0411094377d39ea6edd6e
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476265B2

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