Lithium Hydroxide → HCID 67354275、化合物

HRID 75814ノート

反応式

HRID 75814 の反応式
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:34])[NH:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[N:22]=[C:21]([C:23]([NH:25][CH:26]([CH:31]([CH3:33])[CH3:32])[C:27]([O:29]C)=[O:28])=[O:24])[O:20][N:19]=2)=[CH:14][CH:13]=1.[OH-].[Li+]>C1COCC1>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:34])[NH:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]2[N:22]=[C:21]([C:23]([NH:25][CH:26]([CH:31]([CH3:32])[CH3:33])[C:27]([OH:29])=[O:28])=[O:24])[O:20][N:19]=2)=[CH:16][CH:17]=1

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 67354586Methyl 2-(3-(4-(3-(2,4-difluorophenyl) ureido)phenyl)-1,2,4-oxadiazole-5-carboxamido)-3-methylbutanoate

生成物 1

HCID 67354275HCID 67354275、化合物収率 81.89%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Methyl 2-(3-(4-(3-(2,4-difluorophenyl) ureido)phenyl)-1,2,4-oxadiazole-5-carboxamido)-3-methylbutanoate was added to THF and to this 1N lithium hydroxide was added and stirred at room temperature. After completion of the reaction the solvent was evaporated and the crude product so obtained was dissolved in ethyl acetate and washed with water, brine, dried by sodium sulphate and concentrated to give a solid. The solid was then purified by column chromatography. Yield 81.89%; 1H NMR (DMSO-d6) δ: 0.96 (d, 6H, C(CH3)2), 2.20 (m, 1H, CHMe2), 4.231 (m, 1H, NHCH), 7.07 (m, 1H), 7.35 (m, 1H), 7.67 (d, 2H), 8.011 (d, 2H), 8.10 (m, 1H), 8.61 (s, 1H, NH), 9.372 (s, 1H, NH), 9.39 (s, 1H, NH), 13.025 (s, 1H, COOH); MS (m/z) 458 (M+−1).

後処理

  1. additionwas added
  2. customAfter completion of the reaction the solvent
  3. customwas evaporated

出典と根拠

ORDレコード
ord-c32e882608754b5a8435d15b5c02518c
出典データセット
uspto-grants-2014_09
特許番号
US08835428B2

反応ノート

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