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Hydrochloric Acid → 6-chloro-5-[6-(3-hydroxypyrrolidin-1-yl)-2-methoxypyridin-3-yl]-1H-indole-3-carboxylic acid

HRID 338536
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인쇄 미리보기

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HRID 338536 반응식
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([O:13]C)=[O:12])=[CH:7][NH:8]2)=[CH:4][C:3]=1[C:15]1[C:16]([O:27][CH3:28])=[N:17][C:18]([N:21]2[CH2:25][CH2:24][CH:23]([OH:26])[CH2:22]2)=[CH:19][CH:20]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([OH:13])=[O:12])=[CH:7][NH:8]2)=[CH:4][C:3]=1[C:15]1[C:16]([O:27][CH3:28])=[N:17][C:18]([N:21]2[CH2:25][CH2:24][CH:23]([OH:26])[CH2:22]2)=[CH:19][CH:20]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86698855Methyl 6-chloro-5-(6-(3-hydroxypyrrolidin-1-yl)-2-methoxypyridin-3-yl)-1h-indole-3-carboxylate

생성물 1

HCID 866988566-chloro-5-[6-(3-hydroxypyrrolidin-1-yl)-2-methoxypyridin-3-yl]-1H-indole-3-carboxylic acid수율 37.5%

시약·촉매·용매 1

HCID 887Methanol
용매

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온도
80 °C

실험 절차

A vial was charged with methyl 6-chloro-5-[6-(3-hydroxypyrrolidin-1-yl)-2-methoxypyridin-3-yl]-1H-indole-3-carboxylate (52.5 mg, 0.130 mmol), NaOH aqueous (2 mL, 2M) and methanol (2 mL). The mixture was heated at 80° C. for 3 hrs. The mixture was cooled to room temperature and neutralized with conc. HCl aqueous to pH=6. The mixture was evaporated to dryness, and the resulting residue was purified through prep. HPLC to give the title compound (18.9 mg, 37.3%) as off-white solid.

후처리

  1. customThe mixture was evaporated to dryness
  2. customthe resulting residue was purified through prep

출처 및 근거

ORD 기록
ord-d8bd2ae81c304b5c89723109af921268
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889730B2

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