Hydrochloric Acid → HCID 178478930, compound

HRID 707403Notes

Reaction equation

HRID 707403 reaction equation
[ClH:1].C(OC(=O)[NH:8][C@H:9]1[CH2:12][C@H:11]([N:13]2[C:17]3=[N:18][CH:19]=[C:20]([F:22])[CH:21]=[C:16]3[N:15]([CH3:23])[C:14]2=[O:24])[CH2:10]1)(C)(C)C>O1CCOCC1>[ClH:1].[NH2:8][C@H:9]1[CH2:12][C@H:11]([N:13]2[C:17]3=[N:18][CH:19]=[C:20]([F:22])[CH:21]=[C:16]3[N:15]([CH3:23])[C:14]2=[O:24])[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178481628HCID 178481628, compound

Product 1

HCID 178478930HCID 178478930, compoundYield 104.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrogen chloride (4.0 M in 1,4-dioxane, 1.843 mL, 7.37 mmol) was added to a stirred mixture of tert-butyl(trans-3-(6-fluoro-1-methyl-2-oxo-1H-imidazo[4,5-b]pyridin-3(2H)-yl)cyclobutyl)carbamate (0.248 g, 0.737 mmol) in 1,4-dioxane (3 mL). The reaction mixture was stirred at room temperature for 5 h. The reaction mixture was concentrated to yield 3-(trans-3-aminocyclobutyl)-6-fluoro-1-methyl-1 h-imidazo[4,5-b]pyridin-2(3h)-one hydrochloride (0.210 g, 0.770 mmol, 104% yield) as a white solid. M+1: 237.1.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-791704cb74164c3cb9dc90817780e427
Source dataset
uspto-grants-2015_11
Patent number
US09174992B2

Reaction notes

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