Hydrochloric Acid → N-(3-trifluoromethyl-phenyl)-4-(2-carboxy-4-pyridyl)-2-pyrimidineamine

HRID 724820Notes

Reaction equation

HRID 724820 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([NH:9][C:10]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][N:19]=C(C#N)[CH:17]=3)[CH:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1.[OH-:26].[Na+].Cl.[CH2:29]([OH:31])[CH3:30]>>[F:1][C:2]([F:25])([F:24])[C:3]1[CH:4]=[C:5]([NH:9][C:10]2[N:15]=[C:14]([C:16]3[CH:21]=[CH:20][N:19]=[C:30]([C:29]([OH:26])=[O:31])[CH:17]=3)[CH:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 19711150N-(3-trifluoromethyl-phenyl)-4-(2-cyano-4-pyridyl)-2-pyrimidineamine

Product 1

HCID 19711155N-(3-trifluoromethyl-phenyl)-4-(2-carboxy-4-pyridyl)-2-pyrimidineamine

Procedure

100 mg (0.293 mmol) of N-(3-trifluoromethyl-phenyl)-4-(2-cyano4-pyridyl)-2-pyrimidineamine are stirred in 15 ml of ethanol and 15 ml of 2N sodium hydroxide solution for 3 hours at 60°. After acidifying with 4N hydrochloric acid, N-(3-trifluoromethyl-phenyl)-4-(2-carboxy-4-pyridyl)-2-pyrimidineamine is obtained; m.p. 241°-245°, FAB-MS: 361 (M+ +H).

Sources & evidence

ORD record
ord-feff76e2458642cb8ca1ea7b01af1cb7
Source dataset
uspto-grants-1998_01
Patent number
US05705502

Reaction notes

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