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

反応式

HRID 872297 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f7044b18d69d4fd0b4a5a19715df59e5
出典データセット
uspto-grants-2015_03
特許番号
US08975265B2

関連ノート

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