4-Chloro-N-methylpicolinamide → HCID 59772959, compound

HRID 658480Notes

Reaction equation

HRID 658480 reaction equation
CN[C:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=2)[CH:8]=[CH:7][N:6]=1)=[O:4].[CH3:19]NC(C1C=C(Cl)C=CN=1)=O>CCOC(C)=O>[NH2:18][C:15]1[CH:14]=[CH:13][C:12]([O:11][C:9]2[CH:8]=[CH:7][N:6]=[C:5]([C:3](=[O:4])[CH3:19])[CH:10]=2)=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 14768144-Chloro-N-methylpicolinamideHCID 166551294-(4-Aminophenoxy)-N-methylpicolinamide

Product 1

HCID 59772959HCID 59772959, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared in the same manner described for 4-(4-aminophenoxy)pyridine-2-carboxylic acid methylamide, substituting 1-(4-chloropyridin-2-yl)ethanone for 4-chloropyridine-2-carboxylic acid methylamide. 1H-NMR (Acetone-d6) δ 8.53 (d, J=5.4 Hz, 1H), 7.36 (d, J=2.7 Hz, 1H), 7.08 (dd, J=5.4, 2.4 Hz, 1H), 6.88 (d, J=9.0 Hz, 2H), 6.77 (d, J=9.0 Hz, 2H), 4.77 (br s, 2H), 2.59 (s, 3H); LC MS m/z 229 (M+H)+, RT=1.11 min; TLC (50% EtOAc/Hex), Rf=0.30.

Sources & evidence

ORD record
ord-fe1da9b5f1454b35bc7213fa854d873f
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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