Methylamine → HCID 53372462, compound

HRID 2409238Notes

Reaction equation

HRID 2409238 reaction equation
C[O:2][C:3](=O)[C:4]1[C:9]([NH:10][C:11]2[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:14]=[C:13]([C:21]3[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=3[F:28])[CH:12]=2)=[CH:8][CH:7]=[N:6][CH:5]=1.[CH3:30][NH2:31]>C(O)C>[Cl:27][C:25]1[CH:24]=[CH:23][C:22]([F:28])=[C:21]([C:13]2[CH:12]=[C:11]([NH:10][C:9]3[C:4]([C:3]([NH:31][CH3:30])=[O:2])=[CH:5][N:6]=[CH:7][CH:8]=3)[C:20]3[C:15](=[N:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)[CH:26]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 53372324HCID 53372324, compound

Product 1

HCID 53372462HCID 53372462, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

14.4 mg 4-[2-(5-chloro-2-fluoro-phenyl)-[1,8]naphthyridin-4-ylamino]-nicotinic acid methyl ester were treated with 250 μl of 33% methylamine in ethanol at 40° C. for 5 min and then at ambient temperature for 16 hrs. After evaporation the product was digerated with ether and dried to give 15.7 mg 4-[2-(5-chloro-2-fluoro-phenyl)-[1,8]naphthyridin-4-ylamino]-N-methyl-nicotinamide as a yellowish powder with Rt˜1.47 min and correct mass M+H˜408.

Workup

  1. customAfter evaporation the product
  2. customdried

Sources & evidence

ORD record
ord-a20ab374576343489ad18b4d2a173c27
Source dataset
uspto-grants-2014_08
Patent number
US08815893B2

Reaction notes

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