2-(3-Methyl-1,2,4-oxadiazol-5-yl)benzoic acid → HCID 69938921, compound

HRID 243857Notes

Reaction equation

HRID 243857 reaction equation
N1N=C(C2C=CC=CC=2C([N:14]2[CH2:18][CH:17]3[CH2:19][N:20]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:21][CH:16]3[CH2:15]2)=O)NC=1.[CH3:29][C:30]1[N:34]=[C:33]([C:35]2[CH:43]=[CH:42][CH:41]=[CH:40][C:36]=2[C:37]([OH:39])=O)[O:32][N:31]=1.N1N=C(C2C=CC=CC=2C(O)=O)NC=1>>[CH3:29][C:30]1[N:34]=[C:33]([C:35]2[CH:43]=[CH:42][CH:41]=[CH:40][C:36]=2[C:37]([N:14]2[CH2:18][CH:17]3[CH2:19][N:20]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:21][CH:16]3[CH2:15]2)=[O:39])[O:32][N:31]=1

Participants

4

Reactant 3

HCID 231463052-(3-Methyl-1,2,4-oxadiazol-5-yl)benzoic acidHCID 178451519HCID 178451519, compoundHCID 178524291HCID 178524291, compound

Product 1

HCID 69938921HCID 69938921, compound

Procedure

The title compound was prepared in a manner analogous to Intermediate 59 substituting 2-(3-methyl-1,2,4-oxadiazol-5-yl)benzoic acid for 2-(4H-[1,2,4]triazol-3-yl)-benzoic acid. MS (ESI) mass calculated for O21H26N4O4, 398.20; m/z found, 399.2. 1H NMR (500 MHz, CDCl3): 8.12 (d, J=7.8 Hz, 1H), 7.63 (td, J=7.6 Hz, 1.2 Hz, 1H), 7.55 (td, J=7.7 Hz, 1.3 Hz, 1H), 7.42 (d, J=7.5 Hz, 1H), 3.97-3.86 (m, 1H), 3.76-3.61 (m, 2H), 3.56-3.33 (m, 3H), 3.29-3.15 (m, 1H), 3.08-2.93 (m, 2H), 2.90-2.82 (m, 1H), 2.45 (s, 3H), 1.51-1.41 (m, 9H).

Sources & evidence

ORD record
ord-50e54f1b94a44b588735e37eb2a10c93
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Reaction notes

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