4-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acid → 4-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acid (3-trifluoromethyl-[1,2,4]oxadiazol-5-ylmethyl)-amide

HRID 1026021Notes

Reaction equation

HRID 1026021 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13]([O:14][CH2:15][CH:16]3[CH2:18][CH2:17]3)=[CH:12][N:11]=[C:10]([C:19]([OH:21])=O)[N:9]=2)=[CH:4][CH:3]=1.Cl.[F:23][C:24]([F:33])([F:32])[C:25]1[N:29]=[C:28]([CH2:30][NH2:31])[O:27][N:26]=1>>[F:33][C:24]([F:23])([F:32])[C:25]1[N:29]=[C:28]([CH2:30][NH:31][C:19]([C:10]2[N:9]=[C:8]([C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)[C:13]([O:14][CH2:15][CH:16]3[CH2:17][CH2:18]3)=[CH:12][N:11]=2)=[O:21])[O:27][N:26]=1

Participants

3

Reactant 2

HCID 666788194-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acidHCID 66687518[3-(Trifluoromethyl)-1,2,4-oxadiazol-5-yl]methanamine hydrochloride

Product 1

HCID 569283804-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acid (3-trifluoromethyl-[1,2,4]oxadiazol-5-ylmethyl)-amide

Procedure

The title compound was synthesized in analogy to Example 1, using 4-(4-chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acid (example T) and C-(3-trifluoromethyl-[1,2,4]oxadiazol-5-yl)-methylamine hydrochloride (CAS registry No. 944905-93-5; example AK) as starting materials; LC-MS (UV peak area/ESI) 100%, 454.0901 (M+H)+.

Sources & evidence

ORD record
ord-f741544df5894a629b7e7f5d43f535ae
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

Loading…