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Hydrochloric Acid → 3-(5-(2-((4'-Chloro-[1,1'-biphenyl]-4-yl)carbamoyl)-5-methylphenyl)picolinamido)propanoic acid

HRID 405222
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인쇄 미리보기

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HRID 405222 반응식
[OH-].[Na+].C1COCC1.[Cl:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]3[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=3[C:31]3[CH:32]=[CH:33][C:34]([C:37]([NH:39][CH2:40][CH2:41][C:42]([O:44]CC)=[O:43])=[O:38])=[N:35][CH:36]=3)=[O:23])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.Cl>CO>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]([C:24]3[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=3[C:31]3[CH:32]=[CH:33][C:34]([C:37]([NH:39][CH2:40][CH2:41][C:42]([OH:44])=[O:43])=[O:38])=[N:35][CH:36]=3)=[O:23])=[CH:17][CH:16]=2)=[CH:13][CH:14]=1
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 71060074Ethyl 3-(5-(2-((4'-chloro-[1,1'-biphenyl]-4-yl)carbamoyl)-5-methylphenyl)picolinamido)propanoate

생성물 1

HCID 710599823-(5-(2-((4'-Chloro-[1,1'-biphenyl]-4-yl)carbamoyl)-5-methylphenyl)picolinamido)propanoic acid

시약·촉매·용매 1

HCID 887
Methanol
용매

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온도
55 °C

실험 절차

A 1M aqueous solution of NaOH (2.0 mL, 2.0 mmol) was added to a THF (1 mL) and MeOH (5 mL) solution of ethyl 3-(5-(2-((4′-chloro-[1,1′-biphenyl]-4-yl)carbamoyl)-5-methylphenyl)picolinamido)propanoate (50 mg, 0.09 mmol) and the resulting mixture was heated to 55° C. After 10 min the resulting mixture was neutralized with 2M aqueous HCl, concentrated and extracted with EtOAc. The combined extracts were concentrated and purified via column chromatography to yield the title compound.

후처리

  1. concentrationconcentrated
  2. extractionextracted with EtOAc
  3. concentrationThe combined extracts were concentrated
  4. custompurified via column chromatography

출처 및 근거

ORD 기록
ord-136f895b3c5c46edb300f2cca00f7cfe
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748624B2

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