Hydrochloric Acid → HCID 178478746, compound

HRID 707248Notes

Reaction equation

C(OC(=O)[NH:7][C@H:8]1[CH2:11][C@H:10]([N:12]2[C:16]3=[N:17][CH:18]=[CH:19][CH:20]=[C:15]3[N:14]=[C:13]2[O:21]C)[CH2:9]1)(C)(C)C.[ClH:24]>>[ClH:24].[ClH:24].[NH2:7][C@H:8]1[CH2:11][C@H:10]([N:12]2[C:16]3=[N:17][CH:18]=[CH:19][CH:20]=[C:15]3[NH:14][C:13]2=[O:21])[CH2:9]1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 178493983HCID 178493983, compound

Product 1

HCID 178478746HCID 178478746, compoundYield 93.5%

Procedure

Tert-butyl(trans-3-(2-methoxy-3H-imidazo[4,5-b]pyridin-3-yl)cyclobutyl)carbamate (0.9680 g, 3.04 mmol) and hydrogen chloride (4.0M solution in 1,4-dioxane, 7.60 ml, 30.4 mmol) were combined at room temperature and stirred for 75 minutes. The mixture was evaporated to dryness under reduced pressure and the crude 3-(trans-3-aminocyclobutyl)-1H-imidazo[4,5-b]pyridin-2(3H)-one dihydrochloride (0.780 g, 2.82 mmol, 93.5% yield) used without further purification.

Workup

customwere combined at room temperature
customThe mixture was evaporated to dryness under reduced pressure

Sources & evidence

ORD record: ord-061bf091c0da47ba859217b8622b4c5b
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09174992B2

Reaction notes

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