4-Methoxy-2-pyrimidinamine → tert-butyl N-[1-[4-(7-oxo-3-phenyl-1H-imidazo[1,2-a]pyrimidin-2-yl)phenyl]cyclobutyl]carbamate

HRID 872297

반응식

HRID 872297 반응식
[C:1]([O:5][C:6](=[O:28])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18](=O)[CH:19](Br)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].C[O:30][C:31]1[CH:36]=[CH:35][N:34]=[C:33]([NH2:37])[N:32]=1>CN(C=O)C>[C:1]([O:5][C:6](=[O:28])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18]3[N:37]=[C:33]4[N:32]=[C:31]([OH:30])[CH:36]=[CH:35][N:34]4[C:19]=3[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[CH:14][CH:13]=2)[CH2:9][CH2:10][CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 674284-Methoxy-2-pyrimidinamineHCID 86691038tert-Butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate

생성물 1

HCID 178452600tert-butyl N-[1-[4-(7-oxo-3-phenyl-1H-imidazo[1,2-a]pyrimidin-2-yl)phenyl]cyclobutyl]carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

A mixture of crude {1-[4-(2-bromo-2-phenyl-acetyl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester [Int-1-A] (1.26 g) and 4-methoxypyrimidin-2-ylamine (0.67 g) in DMF (21 mL) was heated overnight at 90° C. (bath temperature). On cooling the mixture was partitioned between EtOAc and water and the organic phase washed with brine, dried and concentrated to give a mixture of the title compound and Int-2-0. Purification was achieved by preparative HPLC to give the title compound.

후처리

  1. temperatureOn cooling the mixture
  2. customwas partitioned between EtOAc and water
  3. washthe organic phase washed with brine
  4. customdried
  5. concentrationconcentrated
  6. customto give

출처 및 근거

ORD 기록
ord-f7044b18d69d4fd0b4a5a19715df59e5
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975265B2

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