Azetidine → Ethyl 6-(azetidin-1-ylmethyl)-2-(trifluoromethyl)pyrimidine-4-carboxylate

HRID 1426312ノート

反応式

HRID 1426312 の反応式
[NH:1]1[CH2:4][CH2:3][CH2:2]1.Br[CH2:6][C:7]1[N:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[N:10]=[C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:8]=1>C(Cl)Cl>[N:1]1([CH2:6][C:7]2[N:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[N:10]=[C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:8]=2)[CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 10422AzetidineHCID 58431340Ethyl 6-(bromomethyl)-2-(trifluoromethyl)pyrimidine-4-carboxylate

生成物 1

HCID 58431385Ethyl 6-(azetidin-1-ylmethyl)-2-(trifluoromethyl)pyrimidine-4-carboxylate収率 61%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Azetidine (0.62 mL, 9.2 mmol, Aldrich) was added to a solution of ethyl 6-(bromomethyl)-2-(trifluoromethyl)pyrimidine-4-carboxylate (1.76 g, 4.16 mmol, prepared in the manner outlined in Example 47, Step A) in methylene chloride (39 mL). and the reaction was stirred for 20 minutes. Solvent was removed in vacuo and the residue was purified by flash chromatography on silica gel, eluting with a gradient from 0-5% MeOH in DCM to afford product (0.74 g, 61%); LCMS (M+H)+: 290.0.

後処理

  1. customprepared in the manner
  2. customSolvent was removed in vacuo
  3. customthe residue was purified by flash chromatography on silica gel
  4. washeluting with a gradient from 0-5% MeOH in DCM

出典と根拠

ORDレコード
ord-f787872e370444099d1e4ca11b2bae0a
出典データセット
uspto-grants-2015_01
特許番号
US08933085B2

反応ノート

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