4-Amino-5-pyrimidinecarboxamide → HCID 135923522、化合物

HRID 2076817

反応式

HRID 2076817 の反応式
[NH2:1][C:2]1[C:7]([C:8]([NH2:10])=[O:9])=[CH:6][N:5]=[CH:4][N:3]=1.CO[C:13](=O)[CH2:14][O:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=1.[Li+].C[Si]([N-][Si](C)(C)C)(C)C>C1COCC1>[F:24][C:20]1[CH:19]=[C:18]([CH2:17][CH2:16][O:15][CH2:14][C:13]2[NH:10][C:8](=[O:9])[C:7]3[C:2]([N:1]=2)=[N:3][CH:4]=[N:5][CH:6]=3)[CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 8182124-Amino-5-pyrimidinecarboxamideHCID 2733832Lithium HexamethyldisilazideHCID 67099252HCID 67099252、化合物

生成物 1

HCID 135923522HCID 135923522、化合物収率 1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A suspension of the commercially available 4-amino-5-pyrimidinecarboxamide [4786-51-0] (150 mg, 1.09 mmol) and of [2-(3-fluoro-phenyl)-ethoxy]-acetic acid methyl ester (254 mg, 1.19 mmol) in THF (7 ml) was treated with LiHMDS (1M solution in THF, 2.17 ml) and stirred overnight at ambient temperature. The resulting yellow suspension was filtered and the filtrate was evaporated to dryness and triturated with EtOAc/MeOH 9:1. The yellow solid was filtered off, the mother-liquid was evaporated and the remaining residue was purified by column chromatography (silica gel, EtOAc/MeOH, 9:1) to give the title compound as a white solid (3 mg, 1%), MS: m/e=301.1 [M+H+].

後処理

  1. filtrationThe resulting yellow suspension was filtered
  2. customthe filtrate was evaporated to dryness
  3. customtriturated with EtOAc/MeOH 9:1
  4. filtrationThe yellow solid was filtered off
  5. customthe mother-liquid was evaporated
  6. customthe remaining residue was purified by column chromatography (silica gel, EtOAc/MeOH, 9:1)

出典と根拠

ORDレコード
ord-774e415be8b145c5b0dc18578322c24b
出典データセット
uspto-grants-2011_04
特許番号
US07928106B2

関連ノート

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