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

HRID 249840Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 249840
[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

Komponenten

4

Edukt 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 66874421HCID 66874421, Verbindung

Produkt 1

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

Versuchsvorschrift

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.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b5af2954dba04464ad1b0ef889d5d773
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863271B2

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