Methylamine → 2-chloro-6-methyl-5H,6H,7H-pyrrolo(3,4-b)pyridin-7-one

HRID 1799556Notes

Reaction equation

Br[CH2:2][C:3]1[C:4]([C:10]([O:12]C)=O)=[N:5][C:6]([Cl:9])=[CH:7][CH:8]=1.[CH3:14][NH2:15].C1COCC1>>[Cl:9][C:6]1[N:5]=[C:4]2[C:10](=[O:12])[N:15]([CH3:14])[CH2:2][C:3]2=[CH:8][CH:7]=1

Participants

Reactant 3

HCID 6329Methylamine

HCID 8028Tetrahydrofuran

HCID 582166312-Pyridinecarboxylic acid, 3-(bromomethyl)-6-chloro-, methyl ester

Product 1

HCID 582166592-chloro-6-methyl-5H,6H,7H-pyrrolo(3,4-b)pyridin-7-one

Procedure

2-Chloro-6-methyl-5,6-dihydro-7H-pyrrolo[3,4-b]pyridin-7-one was prepared according to the general procedure in Example 7 Step 1 using methyl 3-(bromomethyl)-6-chloropyridine-2-carboxylate (0.40 g, 1.49 mmol) and methylamine, 2 M in THF (10 mL, 20 mmol) as the starting materials.

Sources & evidence

ORD record: ord-87ff2f77baeb4e97b85b6ddc2fa51845
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08344144B2

Reaction notes

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