2-Amino-6-methylpyridine → N-(5-Fluoro-6-methylpyridin-2-yl)pivalamide

HRID 1255396Notes

Reaction equation

HRID 1255396 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11])[CH:5]=[CH:4][CH:3]=1.NC1C=CC=C(C)N=1.NC1C=CC([F:30])=C(C)N=1>>[F:30][C:3]1[CH:4]=[CH:5][C:6]([NH:8][C:9](=[O:14])[C:10]([CH3:11])([CH3:13])[CH3:12])=[N:7][C:2]=1[CH3:1]

Participants

4

Reactant 3

HCID 157652-Amino-6-methylpyridineHCID 3251458N-(6-Methylpyridin-2-yl)pivalamideHCID 137898415-Fluoro-6-methylpyridin-2-amine

Product 1

HCID 66602030N-(5-Fluoro-6-methylpyridin-2-yl)pivalamide

Procedure

In a similar procedure, N-(6-methylpyridin-2-yl)-2,2-dimethylpropionamide was prepared from 2-amino-6-methylpyridine. 1H NMR (CDCl3) δ: 8.02-8.04 (1H, d), 7.95 (1H, broad s), 7.54-7.60 (1H, t), 6.86-6.88 (1H, d), 2.44 (3H, s), 1.31 (9H, s). Similarly, N-(5-fluoro-6-methylpyridin-2-yl)-2,2-dimethylpropionamide was prepared from 2-amino-5-fluoro-6-methylpyridine. 1H NMR (CDCl3) δ: 8.02 (1H, dd), 7.95 (1H, broad s), 7.35 (1H, t), 2.44 (3H, d), 1.32 (9H, s).

Sources & evidence

ORD record
ord-f22e9cd1d1ad49b1b13ecc6f4a851295
Source dataset
uspto-grants-2013_06
Patent number
US08461083B2

Reaction notes

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