Acetic Acid → [4-({[3-(8-Methyl-3-phenylcinnolin-4-yl)phenyl]amino}methyl)phenyl]acetic acid

HRID 643296노트

반응식

HRID 643296 반응식
C[O:2][C:3](=[O:36])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]3[C:28]4[C:23](=[C:24]([CH3:29])[CH:25]=[CH:26][CH:27]=4)[N:22]=[N:21][C:20]=3[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:14]=2)=[CH:7][CH:6]=1.O.[OH-].[Li+].C(O)(=O)C>C1COCC1.CO.O>[CH3:29][C:24]1[CH:25]=[CH:26][CH:27]=[C:28]2[C:23]=1[N:22]=[N:21][C:20]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[C:19]2[C:15]1[CH:14]=[C:13]([NH:12][CH2:11][C:8]2[CH:9]=[CH:10][C:5]([CH2:4][C:3]([OH:36])=[O:2])=[CH:6][CH:7]=2)[CH:18]=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 168937Lithium hydroxide, monohydrateHCID 68579431(4-{[3-(8-Methyl-3-phenyl-cinnolin-4-yl)-phenylamino]-methyl}-phenyl)-acetic acid methyl ester

생성물 1

HCID 11856166[4-({[3-(8-Methyl-3-phenylcinnolin-4-yl)phenyl]amino}methyl)phenyl]acetic acid수율 43%

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

반응 조건

온도
40 °C

실험 절차

To a stirred solution of (4-{[3-(8-methyl-3-phenyl-cinnolin-4-yl)-phenylamino]-methyl}-phenyl)-acetic acid methyl ester in THF/methanol/water (2:1:1, 10 mL) was added lithium hydroxide monohydrate (0.1 g). The reaction was stirred at 40° C. for 1 hour. The reaction mixture was made acidic (pH 6) with glacial acetic acid, and the solid was collected and dried over P2O5 to give the title compound as an orange solid (0.02 g, 43% for Step 5 and Step 6). MS (ESI) m/z 460; HRMS (ESI, [M+H]+) 460.2012.

후처리

  1. customthe solid was collected
  2. dry with materialdried over P2O5

출처 및 근거

ORD 기록
ord-9c57935b3a274c209ffd398cdf61191f
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700595B2

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