Hydrochloric Acid → (9-(4-(2-Hydroxyethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone

HRID 1689204ノート

反応式

HRID 1689204 の反応式
Cl.[Si]([O:9][CH2:10][CH2:11][C:12]1[CH:38]=[CH:37][C:15]([CH2:16][CH2:17][N:18]2[CH2:36][CH2:35][C:21]3([O:26][CH2:25][CH2:24][N:23]([C:27]([C:29]4[N:30]=[C:31]([CH3:34])[S:32][CH:33]=4)=[O:28])[CH2:22]3)[CH2:20][CH2:19]2)=[CH:14][CH:13]=1)(C(C)(C)C)(C)C>CO>[OH:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][CH2:17][N:18]2[CH2:36][CH2:35][C:21]3([O:26][CH2:25][CH2:24][N:23]([C:27]([C:29]4[N:30]=[C:31]([CH3:34])[S:32][CH:33]=4)=[O:28])[CH2:22]3)[CH2:20][CH2:19]2)=[CH:37][CH:38]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 57989178(9-(4-(2-(tert-Butyldimethylsilyloxy)ethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone

生成物 1

HCID 57989159(9-(4-(2-Hydroxyethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Concentrated hydrochloric acid (0.5 mL) was added to a solution of (9-(4-(2-(tert-butyldimethylsilyloxy)ethyl)phenethyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-methylthiazol-4-yl)methanone (example 5, step d) (0.3 g) in methanol (5 mL) and the resulting solution stirred for 1 h. The solvent was evaporated in vacuo and the residue azeotroped with toluene and redissolved in methanol (˜2 mL). The residue was diluted with methanol (10 mL) and applied to a SCX cartridge pre-wetted with methanol. The cartridge was washed with methanol (100 mL) and eluted with 1M ammonia in methanol solution (100 mL). The eluent was evaporated in vacuo to give the subtitled compound as a clear oil. Yield 0.2 g.

後処理

  1. customThe solvent was evaporated in vacuo
  2. customthe residue azeotroped with toluene
  3. dissolutionredissolved in methanol (˜2 mL)
  4. additionThe residue was diluted with methanol (10 mL)
  5. washThe cartridge was washed with methanol (100 mL)
  6. washeluted with 1M ammonia in methanol solution (100 mL)
  7. customThe eluent was evaporated in vacuo

出典と根拠

ORDレコード
ord-00ed91a40e704abfbb71a18fcf20ed3c
出典データセット
uspto-grants-2012_04
特許番号
US08148373B2

反応ノート

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