4-(Bromoacetyl)pyridine hydrobromide → 4-(4-Pyridin-4-yl-thiazol-2-ylmethoxy)piperidine-1-carboxylic acid tert-butyl ester

HRID 221375

反応式

HRID 221375 の反応式
Br.Br[CH2:3][C:4]([C:6]1[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=1)=O.[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][CH:22]([O:25][CH2:26][C:27](=[S:29])[NH2:28])[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13]>CO.CCOC(C)=O>[C:12]([O:16][C:17]([N:19]1[CH2:20][CH2:21][CH:22]([O:25][CH2:26][C:27]2[S:29][CH:3]=[C:4]([C:6]3[CH:11]=[CH:10][N:9]=[CH:8][CH:7]=3)[N:28]=2)[CH2:23][CH2:24]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

参加物

5

反応物 2

HCID 27762394-(Bromoacetyl)pyridine hydrobromideHCID 45496681Tert-butyl 4-(carbamothioylmethoxy)piperidine-1-carboxylate

生成物 1

HCID 579544514-(4-Pyridin-4-yl-thiazol-2-ylmethoxy)piperidine-1-carboxylic acid tert-butyl ester

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 2-bromo-1-pyridin-4-yl-ethanone hydrobromide (35 mg, 1241 mol) and 4-thiocarbamoylmethoxypiperidine-1-carboxylic acid tert-butyl ester (Preparation 18, 34 mg, 124 μmol) in methanol (2 ml) was heated at 60° C. for 1.5 h. The reaction mixture was diluted with EtOAc (60 ml), washed with saturated aqueous NaHCO3 (15 ml) and brine (15 ml) then dried (MgSO4). The solvent was removed and the residue purified by flash chromatography (EtOAc) to afford the title compound: RT=2.95 ml, m/z (ES+)=376.1 [M+H]+.

後処理

  1. washwashed with saturated aqueous NaHCO3 (15 ml) and brine (15 ml)
  2. dry with materialthen dried (MgSO4)
  3. customThe solvent was removed
  4. customthe residue purified by flash chromatography (EtOAc)

出典と根拠

ORDレコード
ord-af4f12460c324f09932ce5267922013d
出典データセット
uspto-grants-2012_06
特許番号
US08207147B2

関連ノート

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