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 471302ノート

反応式

HRID 471302 の反応式
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

参加物

5

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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 (20 mL), dried over sodium sulphate, filtered and evaporated to afford the subtitled compound.

後処理

  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 (20 mL)
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-8dd43bd1a5c64c07b03d77c69f9580d0
出典データセット
uspto-grants-2014_01
特許番号
US08629271B2

反応ノート

読み込み中…