Hydrochloric Acid → HCID 89874948, compound

HRID 715481Notes

Reaction equation

HRID 715481 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:14]([N:16]2[C:24](=[O:25])[C:23]3[CH:22]=[CH:21][N:20]=[C:19]([NH:26]C(=O)C)[C:18]=3[CH2:17]2)[CH3:15])[CH:5]=[N:6][C:7]=1[O:8][CH2:9][C:10]([F:13])([F:12])[F:11].Cl>C1COCC1>[NH2:26][C:19]1[C:18]2[CH2:17][N:16]([CH:14]([C:4]3[CH:5]=[N:6][C:7]([O:8][CH2:9][C:10]([F:12])([F:13])[F:11])=[C:2]([CH3:1])[CH:3]=3)[CH3:15])[C:24](=[O:25])[C:23]=2[CH:22]=[CH:21][N:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71768631HCID 71768631, compound

Product 1

HCID 89874948HCID 89874948, compoundYield 130.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of N-(2-(1-(5-methyl-6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)-1-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-4-yl)acetamide (159 mg, 0.39 mmol, Example-2, single enantiomer) in THF (3.0 mL) is added 2 M aqueous hydrochloric acid (3.0 mL) at rt. The mixture is stirred at 80° C. for 6 hours. The reaction mixture is concentrated to give 187 mg (>99% yield) of the title compound as orange solid. A part of the sample is purified by preparative LC-MS to give the title compound.

Workup

  1. concentrationThe reaction mixture is concentrated

Sources & evidence

ORD record
ord-e69460f3ac5c4c7a97df5351cfcbfc7a
Source dataset
uspto-grants-2015_11
Patent number
US09187475B2

Reaction notes

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