Hydrochloric Acid → HCID 178478929, compound

HRID 707295Notes

Reaction equation

HRID 707295 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]=[CH:20][CH:21]=[C:16]3[N:15]([CH3:22])[C:14]2=[O:23])[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]=[CH:20][CH:21]=[C:16]3[N:15]([CH3:22])[C:14]2=[O:23])[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178481627HCID 178481627, compound

Product 1

HCID 178478929HCID 178478929, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Hydrogen chloride, 4.0M solution in 1,4-dioxane (130 mL, 519 mmol) was added to a stirred solution of the tert-butyl(trans-3-(1-methyl-2-oxo-1H-imidazo[4,5-b]pyridin-3(2H)-yl)cyclobutyl)carbamate product of step 2 (33.1 g, 104 mmol) in 1,4-dioxane (400 mL). The reaction mixture was stirred at room temperature for 21 h. The precipitate was filtered and washed with ether to yield the title compound (13.4 g, 51% yield) as an off-white solid.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with ether

Sources & evidence

ORD record
ord-623e25e156f04d12889bb3cfe0f9dc81
Source dataset
uspto-grants-2015_11
Patent number
US09174992B2

Reaction notes

Loading…