Dichloromethane → (S)-N-(quinuclidine-8-yl)-2-(2-methylpiperazin-1-yl)benzoxazole-4-carboxamide Dihydrochloride

反応式

[CH3:1][CH:2]1[N:7]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[C:13]([C:17](=[O:27])[NH:18][CH:19]4[CH:24]5[CH2:25][CH2:26][N:21]([CH2:22][CH2:23]5)[CH2:20]4)[C:11]=3[N:12]=2)[CH2:6][CH2:5][N:4](C(OC(C)(C)C)=O)[CH2:3]1.C(O)(C(F)(F)F)=O.C(Cl)[Cl:43]>>[ClH:43].[ClH:43].[N:21]12[CH2:20][CH:19]([NH:18][C:17]([C:13]3[CH:14]=[CH:15][CH:16]=[C:10]4[O:9][C:8]([N:7]5[CH2:6][CH2:5][NH:4][CH2:3][C@@H:2]5[CH3:1])=[N:12][C:11]=34)=[O:27])[CH:24]([CH2:23][CH2:22]1)[CH2:25][CH2:26]2

参加物

反応物 3

HCID 6344Dichloromethane

HCID 6422Trifluoroacetic acid

HCID 66874421HCID 66874421、化合物

生成物 1

HCID 66874654(S)-N-(quinuclidine-8-yl)-2-(2-methylpiperazin-1-yl)benzoxazole-4-carboxamide Dihydrochloride

実験手順

To an ice-cold solution of tert-butyl 3-methyl-4-(4-(quinuclidine-8-ylcarbamoyl)benzoxazole-2-yl)piperazine-1-carboxylate. (90 mg, 0.19 mmol) in CH2Cl2 (5 mL) was added TFA(0.25 mL, 3.2 mmol). The reaction mixture was stirred at room temperature for 12 h, and then concentrated under reduced pressure. The resulting TFA salt was converted to (S—N-(quinuclidine-8-yl)-2-(2-methylpiperazin-1-yl)benzoxazole-4-carboxamide dihydrochloride following GP-D1. 1H NMR and MS consistent.

後処理

concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード: ord-b5af2954dba04464ad1b0ef889d5d773
出典データセット: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07863271B2

反応ノート

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