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

HRID 965684ノート

反応式

HRID 965684 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 hydrogenated at 50 psi overnight. The catalyst is filtered and the solvent 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 a 1:1:1.5 mixture.

後処理

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

出典と根拠

ORDレコード
ord-7af81355057a464d8b137f1f49a68efb
出典データセット
uspto-grants-2005_10
特許番号
US06951864B2

反応ノート

読み込み中…