2,4-Dichloro-6-methyl-5-propylpyrimidine → 4-Chloro-6-methyl-5-propylpyrimidine

HRID 898701ノート

反応式

HRID 898701 の反応式
CC(O[Na])=O.[Cl:6][C:7]1[N:12]=[C:11]([Cl:13])[C:10]([CH2:14][CH2:15][CH3:16])=[C:9]([CH3:17])[N:8]=1>CCOC(C)=O.[Pd]>[Cl:6][C:7]1[N:12]=[CH:11][C:10]([CH2:14][CH2:15][CH3:16])=[C:9]([CH3:17])[N:8]=1.[Cl:13][C:11]1[C:10]([CH2:14][CH2:15][CH3:16])=[C:9]([CH3:17])[N:8]=[CH:7][N:12]=1.[CH3:17][C:9]1[N:8]=[CH:7][N:12]=[CH:11][C:10]=1[CH2:14][CH2:15][CH3:16]

参加物

7

反応物 2

HCID 223131522,4-Dichloro-6-methyl-5-propylpyrimidineHCID 178418247HCID 178418247、化合物

生成物 3

HCID 223131564-Chloro-6-methyl-5-propylpyrimidineHCID 223131614-Methyl-5-propylpyrimidineHCID 223131622-Chloro-6-methyl-5-propyl-pyrimidine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

5% Pd/C (25 mg) and CH3COONa (820 mg, 10 mmol) are added to a solution of 2,4-dichloro-6-methyl-5-propyl-pyrimidine (1.02 g, 5 mmol) in EtOAc (25 ml). The mixture is then hydrogenated at 50 psi overnight. The catalyst is filtered and the solvent is removed in vacuo. Flash column chromatography of the residue on silica gel by 4:1 hexane, EtOAc provides 2-chloro-6-methyl-5-propyl-pyrimidine (LC-MS, M+1 171.7), 4-chloro-6-methyl-5-propyl-pyrimidine (LC-MS, M+1 171.7) and 6-methyl-5-propyl-pyrimidine (LC-MS, M+1 157.7) as 1:1:1.5 mixture, which is separated by HPLC.

後処理

  1. customis then hydrogenated at 50 psi overnight
  2. filtrationThe catalyst is filtered
  3. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-dee30d17222d4720bce25c5177e7a536
出典データセット
uspto-grants-2008_04
特許番号
US07351826B2

反応ノート

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