4-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 178432521, compound

HRID 331469Notes

Reaction equation

HRID 331469 reaction equation
Cl.Cl.[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:25][CH2:24][C@H:23]([NH2:26])[CH2:22][CH2:21]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]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:7]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]3[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C@H:20]4[CH2:21][CH2:22][C@H:23]([NH:26][C:37](=[O:38])[C:36]5[CH:35]=[CH:34][C:33]([C:30]6[N:29]=[C:28]([CH3:27])[O:32][N:31]=6)=[CH:41][CH:40]=5)[CH2:24][CH2:25]4)[CH2:14][CH2:13]3)[C:6]=2[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 71278084-(5-Methyl-1,2,4-oxadiazol-3-yl)benzoic acidHCID 178478710HCID 178478710, compound2×

Product 1

HCID 178432521HCID 178432521, compound

Procedure

The title compound, white solid (98 mg, 77%), MS (ISP) m/z=515.4 [(M+H)+], mp 256.5° C., was prepared in accordance with the general method of example 1 from trans-4-{2-[4-(2,3-dihydro-benzofuran-4-yl)-piperidin-1-yl]-ethyl}-cyclohexylamine dihydro chloride (intermediate B) (100 mg, 0.25 mmol) and 4-(5-methyl-[1,2,4]oxadiazol-3-yl)-benzoic acid.

Sources & evidence

ORD record
ord-5a6289c8eae04ede825eac131e83d0dc
Source dataset
uspto-grants-2014_11
Patent number
US08877778B2

Reaction notes

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