Hydrochloric Acid → Hydrochloric Acid

HRID 1752286Notes

Reaction equation

HRID 1752286 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[N:10]([CH3:11])[C:9](=[O:12])[N:8]([C@@H:13]3[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]3)[C:5]2=[N:6][CH:7]=1.[ClH:25].O1CCOCC1>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]2[N:10]([CH3:11])[C:9](=[O:12])[N:8]([C@@H:13]3[CH2:17][CH2:16][NH:15][CH2:14]3)[C:5]2=[N:6][CH:7]=1.[ClH:25]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67480087HCID 67480087, compound

Product 2

HCID 313Hydrochloric AcidYield 87%HCID 58171629HCID 58171629, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-tert-butyl 3-(6-chloro-1-methyl-2-oxo-1H-imidazo[4,5-b]pyridin-3(2H)-yl)pyrrolidine-1-carboxylate (109 mg) was dissolved in CH2Cl2 (3 mL) and 4 M HCl in dioxane (1 mL, 4 mmol) was added. The mixture was stirred at rt for 3 h and concentrated to give (R)-6-chloro-1-methyl-3-(pyrrolidin-3-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one as its HCl salt (78 mg, 87%). Method 1 tR=0.77 min, m/z=253.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-cec30ea2b7114b61baed28f3adaa4edf
Source dataset
uspto-grants-2015_10
Patent number
US09163012B2

Reaction notes

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