5-Bromopyrimidine-2-carboxylic acid → 5-bromo-N,N-dimethylpyrimidine-2-carboxamide

Reaction equation

[CH3:1][N:2]([CH3:12])[C:3]([C:5]1C=[CH:9][C:8]([Br:11])=[CH:7][N:6]=1)=[O:4].BrC1C=[N:16]C(C(O)=O)=NC=1>>[CH3:12][N:2]([CH3:1])[C:3]([C:5]1[N:6]=[CH:7][C:8]([Br:11])=[CH:9][N:16]=1)=[O:4]

Participants

Reactant 2

HCID 164629705-Bromopyrimidine-2-carboxylic acid

HCID 228316185-bromo-N,N-dimethylpicolinamide

Product 1

HCID 595599905-bromo-N,N-dimethylpyrimidine-2-carboxamide

Procedure

The title compound was prepared in a similar manner as described for Intermediate 161a, from 5-bromopyrimidine-2-carboxylic acid (1.03 g, 5.074 mmol) to give a yellow oil (308 mg, 26% yield). 1H NMR (400 MHz, CDCl3) δ 8.50 (s, 2 H) 3.17 (s, 3 H) 3.00 (s, 3 H); LCMS for C7H8BrN3O m/z 230.00 and 232.00 (M+H+).

Sources & evidence

ORD record: ord-dcc375404c884b378aea8c2afc619e58
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07842713B2

Reaction notes

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