Ammonium Chloride → 2-(7-(4-Cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic Acid

HRID 2040596노트

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HRID 2040596 반응식
[C:1]([CH2:4][C:5]1(C([O-])=O)[C:9]2[NH:10][C:11]3[CH:12]=[CH:13][C:14]([O:17][CH2:18][C:19]4[CH:24]=[CH:23][C:22]([CH:25]5[CH2:29][CH2:28][CH2:27][CH2:26]5)=[C:21]([C:30]([F:33])([F:32])[F:31])[CH:20]=4)=[CH:15][C:16]=3[C:8]=2[CH2:7][CH2:6]1)([O-:3])=[O:2].[Na+].[Na+].[Cl-].[NH4+]>O>[CH:25]1([C:22]2[CH:23]=[CH:24][C:19]([CH2:18][O:17][C:14]3[CH:13]=[CH:12][C:11]4[NH:10][C:9]5[CH:5]([CH2:4][C:1]([OH:3])=[O:2])[CH2:6][CH2:7][C:8]=5[C:16]=4[CH:15]=3)=[CH:20][C:21]=2[C:30]([F:33])([F:31])[F:32])[CH2:29][CH2:28][CH2:27][CH2:26]1

참가 물질

4

반응물 2

HCID 25517Ammonium ChlorideHCID 67220555Sodium 3-(Carboxylatomethyl)-7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indole-3-carboxylate

생성물 1

HCID 446025042-(7-(4-Cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic Acid수율 61.5%

시약·촉매·용매 1

HCID 962Water용매

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온도
92 °C

실험 절차

To a stirred solution of sodium 3-(carboxylatomethyl)-7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indole-3-carboxylate (16.5 g, 30.2 mmol) in water at 40° C. was added ammonium chloride solution (9.71%, 100 mL). The reaction was heated at 92° C. (bath) for 4.4 h. The mixture was refrigerated overnight, decanted and triturated with ice cold 6N HCl (100 mL). The solid was collected by filtration, washed with diluted HCl (100 mL) and dried overnight in a vacuum oven at 40° C. to give the title compound (8.5 g). LCMS m/z=458.3 [M+H]+.

후처리

  1. customdecanted
  2. customtriturated with ice cold 6N HCl (100 mL)
  3. filtrationThe solid was collected by filtration
  4. washwashed with diluted HCl (100 mL)
  5. customdried overnight in a vacuum oven at 40° C.

출처 및 근거

ORD 기록
ord-8684f854811e4e59b3ac0d4b8bff8770
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580841B2

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