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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279727Generated: October 31, 2026

Water → 3-Amino-6-bromo-N-methylpicolinamide

https://huagongshe.com/reaction/2279727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
ReactantEthyl 3-amino-6-bromopicolinateHCID 25137688—
SolventMethanolHCID 887—
Product3-Amino-6-bromo-N-methylpicolinamideHCID 86697686—

Reaction Conditions

Temperature100 °C

Reaction Steps

A 10M solution of Methylamine in H2O (30.0 mL, 386 mmol) was added to a stainless steel reactor containing 3-amino-6-bromopyridine-2-carboxylic acid ethyl ester (Compound 6E, 7.614 g, 31.07 mmol) in MeOH (20.0 mL). The reactor was sealed and heated to 100° C. for 16 hours. The cooled reaction mixture was transferred to a round bottom flask and concentrated in vacuo forming a yellow precipitate which was collected by filtration. Further precipitate formed in the filtrate which was also collected. The combined precipitates were dried in vacuo to afford the title compound as 6.18 g of a yellow solid. 1H NMR (400 MHz, CDCl3) δ 7.80 (br. s., 1H), 7.27 (d, J=8.6 Hz, 1H), 6.91 (d, J=8.6 Hz, 1H), 6.02 (br. s., 2H), 2.97 (d, J=5.1 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133224B2
Source datasetuspto-grants-2015_09
ORD IDord-e3afbf3742124a1d82874b908926c500
Source noteuspto-grants-2015_09