Ammonia methanol → 3-Bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

HRID 55892Notes

Reaction equation

HRID 55892 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:14]OS(C)(=O)=O)[C:5]([CH2:8]OS(C)(=O)=O)=[N:6][CH:7]=1.CO.[NH3:22]>CO>[Br:1][C:2]1[CH:3]=[C:4]2[CH2:14][NH:22][CH2:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 21705897Ammonia methanolHCID 86665188(5-Bromopyridine-2,3-diyl)dimethanediyl dimethanesulfonate

Product 1

HCID 577535623-Bromo-6,7-dihydro-5H-pyrrolo[3,4-b]pyridine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 58 (1 g, crude) in MeOH (5 mL) was added MeOH—NH3 (5 mL) at 0° C. and stirred at rt for overnight. The reaction mixture was evaporated to obtain the desired compound (600 mg, crude) as a brown liquid. Rf: 0.2 (10% MeOH/CHCl3). The crude compound was used in the next step without further purification; (m/z): 199, 201 [MH]+.

Workup

  1. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-83947362e9ab4d02aff7a4206acc85c4
Source dataset
uspto-grants-2016_09
Patent number
US09433622B2

Reaction notes

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