Hydrochloric Acid → (S)-N-(4-(Morpholin-2-yl)phenyl)-2-phenyl-2H-1,2,3-triazole-4-carboxamide hydrochloride

HRID 1482905Notes

Reaction equation

[C:1]1([N:7]2[N:11]=[C:10]([C:12]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([C@@H:21]4[O:26][CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22]4)=[CH:17][CH:16]=3)=[O:13])[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:34].C(OCC)C>O1CCOCC1>[ClH:34].[NH:23]1[CH2:24][CH2:25][O:26][C@@H:21]([C:18]2[CH:19]=[CH:20][C:15]([NH:14][C:12]([C:10]3[CH:9]=[N:8][N:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[N:11]=3)=[O:13])=[CH:16][CH:17]=2)[CH2:22]1

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of (S)-tert-butyl 2-(4-(2-phenyl-2H-1,2,3-triazole-4-carboxamido)phenyl)morpholine-4-carboxylate (30 mg, 66.7 μmol, Eq: 1.00) in dioxane (2 ml) was added 4 M HCl in dioxane (250 μl, 1.00 mmol, Eq: 15). The reaction mixture was stirred at 60° C. for 48 hours. To the mixture was added 2 ml of diethyl ether and stirred for 15 min at room temperature. The mixture was filtered and concentrated in high vacuum to give the expected HCl salt as a light-yellow solid (24 mg, 93.2%). MS (ISP): 350.3 ([M+H]+).

Workup

stirringstirred for 15 min at room temperature
filtrationThe mixture was filtered
concentrationconcentrated in high vacuum

Sources & evidence

ORD record: ord-6212ffbf5cc4498b97bb5e82e74d2c76
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09416127B2

Reaction notes

Loading…