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 1748212ノート

反応式

HRID 1748212 の反応式
[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

参加物

6

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3199d94823834edf84b0b85f1bf604c1
出典データセット
uspto-grants-2015_10
特許番号
US09150568B2

反応ノート

読み込み中…