Potassium Carbonate → HCID 178480367、化合物

HRID 630186ノート

反応式

HRID 630186 の反応式
[SH:1][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([C:9]([F:12])([F:11])[F:10])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][C:21]1[C:25]([Cl:26])=[CH:24][N:23]([CH3:27])[N:22]=1>CN(C=O)C>[Cl:26][C:25]1[C:21]([CH2:20][S:1][C:2]2[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([C:9]([F:12])([F:10])[F:11])[N:3]=2)=[N:22][N:23]([CH3:27])[CH:24]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 595893993-(bromomethyl)-4-chloro-1-methyl-1H-pyrazoleHCID 178516148HCID 178516148、化合物

生成物 1

HCID 178480367HCID 178480367、化合物収率 11.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-sulfanyl-6-(trifluoromethyl)pyrimidin-4-ol (721 mg, 3.7 mmol) was dissolved in anhydrous DMF (20 mL), and then potassium carbonate (1.53 g, 11.0 mmol) and 3-(bromomethyl)-4-chloro-1-methyl-1H-pyrazole (4.7 mmol) were added. The mixture was stirred overnight at room temperature. The solid was removed by filtration and washed with methanol, and the filtrate was evaporated. The residue was dissolved in DCM/MeOH and purified on silica gel using 4-10% DCM/MeOH to afford 2-{[(4-chloro-1-methyl-1H-pyrazol-3-yl)methyl]sulfanyl}-6-(trifluoromethyl)pyrimidin-4-ol (135 mg, 11% yield for 2 steps); 1H NMR (400 MHz, DMSO-d6): δ 3.78 (s, 3H), 4.39 (s, 2H), 6.66 (s, 1H), 7.93 (s, 1H).

後処理

  1. customThe solid was removed by filtration
  2. washwashed with methanol
  3. customthe filtrate was evaporated
  4. dissolutionThe residue was dissolved in DCM/MeOH
  5. custompurified on silica gel using 4-10% DCM/MeOH

出典と根拠

ORDレコード
ord-a236dba2a55442fe947b5385c74b415c
出典データセット
uspto-grants-2016_04
特許番号
US09315521B2

反応ノート

読み込み中…