4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 178432522, compound

HRID 1409920Notes

Reaction equation

HRID 1409920 reaction equation
Cl.Cl.[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]2)=[CH:4]1.[CH3:27][C:28]1[O:32][N:31]=[C:30]([C:33]2[CH:41]=[CH:40][C:36]([C:37](O)=[O:38])=[CH:35][CH:34]=2)[N:29]=1>>[O:3]1[C:8]2=[CH:9][CH:10]=[CH:11][C:7]2=[CH:6][C:5]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][N:13]2[CH2:18][CH2:19][C@H:20]2[CH2:21][CH2:22][C@H:23]([NH:26][C:37](=[O:38])[C:36]3[CH:35]=[CH:34][C:33]([C:30]4[N:29]=[C:28]([CH3:27])[O:32][N:31]=4)=[CH:41][CH:40]=3)[CH2:24][CH2:25]2)=[CH:4]1

Participants

3

Reactant 2

HCID 71278084-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoic acidHCID 178478713HCID 178478713, compound2×

Product 1

HCID 178432522HCID 178432522, compound

Procedure

The title compound, yellow solid (111 mg, 87%), MS (ISP) m/z=513.3 [(M+H)+], mp 194° C., was prepared in accordance with the general method of example 1 from trans-4-[2-(4-benzofuran-3-yl-piperidin-1-yl)-ethyl]-cyclohexylamine dihydrochloride (intermediate A) (100 mg, 0.25 mmol) and 4-(5-methyl-[1,2,4]oxadiazol-3-yl)-benzoic acid.

Sources & evidence

ORD record
ord-9b8b7b46ec97438187d57f33e3335eab
Source dataset
uspto-grants-2014_12
Patent number
US08921397B2

Reaction notes

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