3-[(2-Chloro-5-nitro-pyrimidin-4-yl)-cyclopentyl-amino]-2,2-dimethyl-propanoic acid methyl ester → 3-[(5-Amino-2-chloro-pyrimidin-4-yl)-cyclopentyl-amino]-2,2-dimethyl-propanoic acid methyl ester

HRID 2111329ノート

反応式

HRID 2111329 の反応式
[CH3:1][O:2][C:3](=[O:24])[C:4]([CH3:23])([CH3:22])[CH2:5][N:6]([C:12]1[C:17]([N+:18]([O-])=O)=[CH:16][N:15]=[C:14]([Cl:21])[N:13]=1)[CH:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1>[Pd].C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:24])[C:4]([CH3:22])([CH3:23])[CH2:5][N:6]([C:12]1[C:17]([NH2:18])=[CH:16][N:15]=[C:14]([Cl:21])[N:13]=1)[CH:7]1[CH2:8][CH2:9][CH2:10][CH2:11]1

参加物

4

反応物 1

HCID 866234093-[(2-Chloro-5-nitro-pyrimidin-4-yl)-cyclopentyl-amino]-2,2-dimethyl-propanoic acid methyl ester

生成物 1

HCID 866234103-[(5-Amino-2-chloro-pyrimidin-4-yl)-cyclopentyl-amino]-2,2-dimethyl-propanoic acid methyl ester収率 101%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of 27.32 g (0.0767 mole) of 3-[(2-chloro-5-nitro-pyrimidin-4-yl)-cyclopentyl-amino]-2,2-dimethyl-propanoic acid methyl ester (IV-38), 8.21 g of 5% palladium on carbon catalyst and 700 mL of ethyl acetate was stirred under an atmosphere of hydrogen until the reaction was complete. The resulting mixture was filtered through Celite, washing the filter pad with ethyl acetate, and the filtrate was concentrated under reduced pressure to give 25.33 g of 3-[(5-amino-2-chloro-pyrimidin-4-yl)-cyclopentyl-amino]-2,2-dimethyl-propanoic acid methyl ester (V-38) as a light brown oil.

後処理

  1. filtrationThe resulting mixture was filtered through Celite
  2. washwashing the filter pad with ethyl acetate
  3. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-046545665fd04542a3514dc343ecc2c1
出典データセット
uspto-grants-2009_04
特許番号
US07517873B2

反応ノート

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