Ethanolamine → HCID 59639624、化合物

HRID 2250056ノート

反応式

HRID 2250056 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:21]=[CH:20][C:19](=[O:22])[N:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[CH3:29])[C:10]=3[N:11]=[C:12](S(C)(=O)=O)[N:13]=2)=[C:4]([CH3:30])[CH:3]=1.[CH2:31]([CH2:33][NH2:34])[OH:32].O.CN1[C:41](=[O:42])CCC1>CCOC(C)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[CH:21]=[CH:20][C:19](=[O:22])[N:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=4[CH3:29])[C:10]=3[N:11]=[C:12]([NH:34][CH:33]([CH2:41][OH:42])[CH2:31][OH:32])[N:13]=2)=[C:4]([CH3:30])[CH:3]=1

参加物

6

反応物 4

HCID 700EthanolamineHCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 59639608HCID 59639608、化合物

生成物 1

HCID 59639624HCID 59639624、化合物収率 88%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

The product of Example 121 (400 mg, 0.95 mmol) and ethanolamine (0.29 mL, 4.73 mmol) in NMP (2 mL) was stirred at 23° for 1 h. The mixture was diluted with EtOAc, washed with H2O, the organic phase was separated, EtOAc was removed in vacuo and the residue was purified by Flash chromatography on silica gel, eluting with EtOAc/hexane/triethylamine (50/50/2, v/v/v), followed by evaporation of solvent to afford a gummy residue. Trituration with H2O, gave the title compound compound 4-(4-fluoro-2-methyl-phenyl)-2-(2-hydroxy-1-hydroxymethyl-ethylamino)-8-ortho-tolyl-8H-pyrido[2,3-d]pyrimidin-7-one as a white solid (340 mg, 88%). LC-MS: 405.4 (MH+, m/z), Rt=1.85 min.

後処理

  1. washwashed with H2O
  2. customthe organic phase was separated
  3. customEtOAc was removed in vacuo
  4. customthe residue was purified by Flash chromatography on silica gel
  5. washeluting with EtOAc/hexane/triethylamine (50/50/2, v/v/v)
  6. customfollowed by evaporation of solvent
  7. customto afford a gummy residue

出典と根拠

ORDレコード
ord-fcf818365afd44d898d571e6c7de4526
出典データセット
uspto-grants-2008_01
特許番号
US07314934B2

反応ノート

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