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

HRID 1026013Notes

Reaction equation

HRID 1026013 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.[CH:22]1([C:25]2[O:29][N:28]=[C:27]([CH2:30][NH2:31])[N:26]=2)[CH2:24][CH2:23]1>>[CH:22]1([C:25]2[O:29][N:28]=[C:27]([CH2:30][NH:31][C:19]([C:10]3[N:9]=[C:8]([C:5]4[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=4)[C:13]([O:14][CH2:15][CH:16]4[CH2:17][CH2:18]4)=[CH:12][N:11]=3)=[O:21])[N:26]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 280649071-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)methanamineHCID 666788194-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acid

Product 1

HCID 569282724-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acid (5-cyclopropyl-[1,2,4]oxadiazol-3-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 [(5-cyclopropyl-1,2,4-oxadiazol-3-yl)methyl]amine (CAS Registry No. 1082420-52-7), LC-MS (UV peak area/ESI) 100%, 426.132 (M+H)+.

Sources & evidence

ORD record
ord-b29fa9291c914c48afa2ce6b300f8dc8
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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