Phenyl chloroformate → [4-(4-Chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-carbamic acid phenyl ester

HRID 629013ノート

反応式

HRID 629013 の反応式
[Cl:1][C:2]1[C:7]([S:8][CH3:9])=[C:6]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[N:5]=[C:4]([C:16]2[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=2)[N:3]=1.Cl[C:24]([O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:25]>CC(=O)OCC.C([O-])(O)=O.[Na+]>[C:27]1([O:26][C:24](=[O:25])[NH:22][C:19]2[CH:20]=[CH:21][C:16]([C:4]3[N:3]=[C:2]([Cl:1])[C:7]([S:8][CH3:9])=[C:6]([N:10]4[CH2:15][CH2:14][O:13][CH2:12][CH2:11]4)[N:5]=3)=[CH:17][CH:18]=2)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

参加物

5

反応物 2

HCID 15891Phenyl chloroformateHCID 86673495HCID 86673495、化合物

生成物 1

HCID 86673502[4-(4-Chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenyl]-carbamic acid phenyl ester

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

A mixture of 4-(4-chloro-5-methylsulfanyl-6-morpholin-4-yl-pyrimidin-2-yl)-phenylamine (915 mg, 2.717 mmol.) in EA (20 ml) and NaHCO3 (20 ml) the reaction was stirred at r.t. then added dropwise to slurry of phenyl chloroformate (851 mg, 0.543 mmol, 2.0 eq) at reaction for 2 hr. The reaction mixture was partitioned between EA/NaHCO3, the organic layer was washed with brine, dried over MgSO4, filtered and evaporated in vacuo. The residue was recrystallized by (Hexane/EtOAc) to give a pale yellow product of 1056 mg (85.1%).

後処理

  1. additionthen added dropwise
  2. customThe reaction mixture was partitioned between EA/NaHCO3
  3. washthe organic layer was washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe residue was recrystallized by (Hexane/EtOAc)
  8. customto give a pale yellow product of 1056 mg (85.1%)

出典と根拠

ORDレコード
ord-6cd075b05e8646f29e86b821bca9660e
出典データセット
uspto-grants-2016_04
特許番号
US09315491B2

反応ノート

読み込み中…