p-Toluenesulfonic acid → 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 1689530노트

반응식

HRID 1689530 반응식
CC1C=CC(S(O)(=O)=O)=CC=1.[CH:12]1([N:18]([CH2:52][CH:53](OC)[O:54]C)[C:19](=[O:51])[CH2:20][CH2:21][O:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][N:32]3[CH2:50][CH2:49][C:35]4([O:40][CH2:39][CH2:38][N:37]([C:41]([C:43]5[N:44]=[C:45]([CH3:48])[S:46][CH:47]=5)=[O:42])[CH2:36]4)[CH2:34][CH2:33]3)[CH:26]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH:12]1([N:18]([CH2:52][CH:53]=[O:54])[C:19](=[O:51])[CH2:20][CH2:21][O:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][N:32]3[CH2:50][CH2:49][C:35]4([O:40][CH2:39][CH2:38][N:37]([C:41]([C:43]5[N:44]=[C:45]([CH3:48])[S:46][CH:47]=5)=[O:42])[CH2:36]4)[CH2:34][CH2:33]3)[CH:26]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 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 (1384 mg) 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 (Example 277, step c) (683 mg) in DCM (10 mL) and the resulting mixture stirred at ambient temperature for 4 h. Sodium bicarbonate solution (saturated, 10 mL) was cautiously added and the mixture stirred until bubbling ceased (10 min). The reaction was diluted with DCM (50 mL) and the aqeuous separated. The organic was washed with saturated sodium bicarbonate solution (2×20 mL), brine (2 0 mL), dried over sodium sulphate, filtered and evaporated to afford the subtitled compound.

후처리

  1. stirringthe mixture stirred
  2. customuntil bubbling
  3. custom(10 min)
  4. additionThe reaction was diluted with DCM (50 mL)
  5. washThe organic was washed with saturated sodium bicarbonate solution (2×20 mL), brine (2 0 mL)
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-99107d8057e2436da1e663935e8718e1
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148373B2

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