Methanol → 2-(3-((5-Cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6 carboxylic acid

HRID 1748212노트

반응식

HRID 1748212 반응식
[CH:1]1([C:4]2[O:8][N:7]=[C:6]([CH:9]3[CH2:11][CH:10]3[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:5]=2[CH2:18][O:19][CH:20]2[CH2:26][CH:25]3[N:27]([C:28]4[S:29][C:30]5[CH:36]=[C:35]([C:37]([O:39]CC)=[O:38])[CH:34]=[CH:33][C:31]=5[N:32]=4)[CH:22]([CH2:23][CH2:24]3)[CH2:21]2)[CH2:3][CH2:2]1.CO.O.[Li+].[OH-]>C1COCC1>[CH:1]1([C:4]2[O:8][N:7]=[C:6]([CH:9]3[CH2:11][CH:10]3[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:5]=2[CH2:18][O:19][CH:20]2[CH2:26][CH:25]3[N:27]([C:28]4[S:29][C:30]5[CH:36]=[C:35]([C:37]([OH:39])=[O:38])[CH:34]=[CH:33][C:31]=5[N:32]=4)[CH:22]([CH2:23][CH2:24]3)[CH2:21]2)[CH2:2][CH2:3]1

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 67983333Ethyl 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6-carboxylate

생성물 1

HCID 679838932-(3-((5-Cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6 carboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A suspension of ethyl 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6-carboxylate (0.03 g, 0.05 mmol) in THF:MeOH:H2O=3:2:1 solution (0.6 mL) was treated with 6N LiOH (0.05 mL) at rt for 14 h. The volatiles were removed in vacuo, the residue diluted with water (1 mL), and 6N HCl was added to adjust pH to 2. The solids were collected by filtration and dried under vacuum to afford 2-(3-((5-cyclopropyl-3-(2-phenylcyclopropyl)isoxazol-4-yl)methoxy)-8-azabicyclo[3.2.1]octan-8-yl)benzo[d]thiazole-6 carboxylic acid as hydrochloride salt.

후처리

  1. customThe volatiles were removed in vacuo
  2. additionthe residue diluted with water (1 mL), and 6N HCl
  3. additionwas added
  4. filtrationThe solids were collected by filtration
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-3199d94823834edf84b0b85f1bf604c1
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150568B2

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