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

HRID 1026017Notes

Reaction equation

HRID 1026017 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[N:29]=[C:28]([CH2:30][NH2:31])[O:27][N:26]=2)[CH2:24][CH2:23]1>>[CH:22]1([C:25]2[N:29]=[C:28]([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])[O:27][N:26]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 20729516(3-Cyclopropyl-1,2,4-oxadiazol-5-yl)methanamineHCID 666788194-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acid

Product 1

HCID 569282764-(4-Chloro-phenyl)-5-cyclopropylmethoxy-pyrimidine-2-carboxylic acid (3-cyclopropyl-[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 (3-cyclopropyl-1,2,4-oxadiazol-5-yl)methane amine (CAS Registry No. 428507-31-7) as starting materials; LC-MS (UV peak area/ESI) 100%, 426.1324 (M+H)+.

Sources & evidence

ORD record
ord-d1129e4ac5d04607a971b930fb73a921
Source dataset
uspto-grants-2014_05
Patent number
US08729105B2

Reaction notes

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