Lithium Hydroxide → 3-{3-[3-t-Butyl-5-(4-chloro-benzoylamino)-pyrazol-1-yl]-phenyl}-propionic acid

HRID 1270526

反応式

HRID 1270526 の反応式
C([O:3][C:4](=[O:32])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N:13]2[C:17]([NH:18][C:19](=[O:27])[C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)=[CH:16][C:15]([C:28]([CH3:31])([CH3:30])[CH3:29])=[N:14]2)[CH:8]=1)C.[Li+].[OH-]>CO>[C:28]([C:15]1[CH:16]=[C:17]([NH:18][C:19](=[O:27])[C:20]2[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=2)[N:13]([C:9]2[CH:8]=[C:7]([CH2:6][CH2:5][C:4]([OH:32])=[O:3])[CH:12]=[CH:11][CH:10]=2)[N:14]=1)([CH3:31])([CH3:29])[CH3:30]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 588428933-{3-[3-t-Butyl-5-(4-chloro-benzoylamino)-pyrazol-1-yl]-phenyl}-propionic acid ethyl ester

生成物 1

HCID 184498903-{3-[3-t-Butyl-5-(4-chloro-benzoylamino)-pyrazol-1-yl]-phenyl}-propionic acid収率 90.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of Example 158 (45 mg, 0.1 mmol) and 2N LiOH (3 mL) in MeOH (3 mL) was stirred at RT overnight. The reaction mixture was neutralized to pH=4, and extracted with ethyl acetate (3×20 mL). The combined organic extracts were washed with brine, and dried (NaSO4) and filtered. The filtrate was concentrated to afford 3-{3-[3-t-butyl-5-(4-chloro-benzoylamino)-pyrazol-1-yl]-phenyl}-propionic acid, (38.5 mg, 87%). 1H NMR (DMSO-d6): 10.38 (s, 1H), 7.85 (d, J=8.4 Hz, 1H), 7.56 (d, J=8.4 Hz, 2H), 7.39 (s, 1H), 7.32 (d, J=4.8 Hz, 2H), 7.15 (t, J=4.8 Hz, 1H), 6.38 (s, 1H), 2.80 (t, J=7.6 Hz, 2H), 2.44 (t, J=7.2 Hz, 2H), 1.29 (s, 9H); MS (ESI) m/z: 426 (M+H+).

後処理

  1. extractionextracted with ethyl acetate (3×20 mL)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried (NaSO4)
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-88b557d3ce8c4c18837618b5d21ed475
出典データセット
uspto-grants-2007_04
特許番号
US07202257B2

関連ノート

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