Hydrochloric Acid → HCID 53412618, compound

HRID 2403686Notes

Reaction equation

HRID 2403686 reaction equation
[Cl:1][C:2]1[C:6]2=[N:7][CH:8]=[C:9]([C:11]([O:13]C)=[O:12])[CH:10]=[C:5]2[NH:4][CH:3]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[C:6]2=[N:7][CH:8]=[C:9]([C:11]([OH:13])=[O:12])[CH:10]=[C:5]2[NH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53412619HCID 53412619, compound

Product 1

HCID 53412618HCID 53412618, compoundYield 116.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl 3-chloro-1H-pyrrolo[3,2-b]pyridine-6-carboxylate (1.10 g, 5.22 mmol) was suspended in 1,4-dioxane (25 mL) and 6 N aqueous hydrochloric acid (8.7 mL) was added. The reaction was allowed to stir at room temperature overnight. The reaction was then concentrated to give the title compound (1.2 g, 100%). +ESI (M+H) 197.1; 1H NMR (400 MHz, DMSO-d6, δ): 12.50 (br. s., 1 H), 8.92 (d, J=1.6 Hz, 1 H), 8.46 (br. s., 1 H), 8.19 (br. s., 1 H).

Workup

  1. concentrationThe reaction was then concentrated

Sources & evidence

ORD record
ord-4609e295b5ab452a83a22ba3f12c419e
Source dataset
uspto-grants-2014_08
Patent number
US08802688B2

Reaction notes

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