Hydrochloric Acid → HCID 71280501, compound

HRID 1497912Notes

Reaction equation

HRID 1497912 reaction equation
[F:1][C:2]1([F:38])[CH2:5][C:4]([NH:30]C(=O)OC(C)(C)C)([C:6]2[O:10][N:9]=[C:8]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[C:13]([NH:18][C:19]([C:21]4[N:25]5[CH:26]=[CH:27][CH:28]=[CH:29][C:24]5=[N:23][CH:22]=4)=[O:20])[CH:12]=3)[N:7]=2)[CH2:3]1.[ClH:39]>O1CCOCC1>[ClH:39].[NH2:30][C:4]1([C:6]2[O:10][N:9]=[C:8]([C:11]3[CH:16]=[CH:15][C:14]([CH3:17])=[C:13]([NH:18][C:19]([C:21]4[N:25]5[CH:26]=[CH:27][CH:28]=[CH:29][C:24]5=[N:23][CH:22]=4)=[O:20])[CH:12]=3)[N:7]=2)[CH2:5][C:2]([F:38])([F:1])[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71288134HCID 71288134, compound

Product 1

HCID 71280501HCID 71280501, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a flask was added tert-butyl (3,3-difluoro-1-(3-(3-(imidazo[1,2-a]pyridine-3-carboxamido)-4-methylphenyl)-1,2,4-oxadiazol-5-yl)cyclobutyl)carbamate (165) (169 mg, 0.3 mmol) and 4N HCl in 1,4-dioxane (1 mL). The reaction was stirred for 30 minutes. The solvent was concentrated and placed under high vacuum to afford N-(5-(5-(1-amino-3,3-difluorocyclobutyl)-1,2,4-oxadiazol-3-yl)-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide hydrochloride (166). MS m/z 425.2 (M+1)+.

Workup

  1. concentrationThe solvent was concentrated

Sources & evidence

ORD record
ord-469845787f044dcbb29388287c11e88a
Source dataset
uspto-grants-2015_12
Patent number
US09199981B2

Reaction notes

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