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

HRID 629013노트

반응식

HRID 629013 반응식
[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

참가 물질

5

반응물 2

HCID 15891Phenyl chloroformateHCID 86673495HCID 86673495, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 516892Sodium Bicarbonate용매

실험 절차

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%).

후처리

  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%)

출처 및 근거

ORD 기록
ord-6cd075b05e8646f29e86b821bca9660e
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09315491B2

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