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Lithium hydroxide, monohydrate → 4-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoic acid

HRID 20560
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HRID 20560 반응식
[OH:1][CH2:2][C@H:3]([CH3:33])[O:4][C:5]1[CH:6]=[C:7]([CH:20]=[C:21]([C:23]([NH:25][C:26]2[CH:31]=[N:30][C:29]([CH3:32])=[CH:28][N:27]=2)=[O:24])[CH:22]=1)[O:8][C:9]1[CH:19]=[CH:18][C:12]([C:13]([O:15]CC)=[O:14])=[CH:11][CH:10]=1.O.[OH-].[Li+]>C1COCC1.O>[OH:1][CH2:2][C@H:3]([CH3:33])[O:4][C:5]1[CH:6]=[C:7]([CH:20]=[C:21]([C:23]([NH:25][C:26]2[CH:31]=[N:30][C:29]([CH3:32])=[CH:28][N:27]=2)=[O:24])[CH:22]=1)[O:8][C:9]1[CH:19]=[CH:18][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=1
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참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 59346869ethyl 4-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoate

생성물 1

HCID 593469134-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoic acid수율 59%

시약·촉매·용매 2

HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

A solution of ethyl 4-(3-[(1S)-2-hydroxy-1-methylethoxy]-5-{[(5-methylpyrazin-2-yl)amino]carbonyl}phenoxy)benzoate (0.4 g, 0.88 mmol) in THF (16 mL) was added to a solution of lithium hydroxide monohydrate (0.19 g, 4.43 mmol) in water (8 mL). The mixture was stirred at RT for 72 hours and the THF removed in vacuo. The aqueous layer was acidified with 1M hydrochloric acid (10 mL), and the solid precipitate filtered off, washed with water and dried in vacuo to give the desired compound (0.22 g). The material was used without further purification.

후처리

  1. customthe THF removed in vacuo
  2. filtrationthe solid precipitate filtered off
  3. washwashed with water
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-1ac15f173aa548a09841427798985db5
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07745475B2

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