3-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid → HCID 53327884, compound

HRID 874992Notes

Reaction equation

HRID 874992 reaction equation
Cl.Cl.[CH2:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH:4]1[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.[F:18][C:19]([F:35])([F:34])[C:20]1[O:24][N:23]=[C:22]([C:25]2[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=2)[C:28](O)=[O:29])[N:21]=1>>[CH2:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:3][CH:4]1[N:12]1[CH2:13][CH2:14][N:15]([C:28]([C:27]2[CH:31]=[CH:32][CH:33]=[C:25]([C:22]3[N:21]=[C:20]([C:19]([F:34])([F:18])[F:35])[O:24][N:23]=3)[CH:26]=2)=[O:29])[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acidHCID 509443481-(2,3-Dihydro-1H-inden-2-yl)piperazine--hydrogen chloride (1/2)

Product 1

HCID 53327884HCID 53327884, compoundYield 39%

Procedure

This compound was synthesized from 1-(2,3-dihydro-1H-inden-2-yl)piperazine dihydrochloride and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described for example 37 step 3 (100 mg, yield 39%). 1H NMR (400 MHz, MeOD) δ 8.27-8.24 (m, 1H), 8.18 (m, 1H), 7.72-7.71 (m, 2H), 7.20-7.16 (m, 2H), 7.14-7.11 (m, 2H), 3.87 (m, 2H), 3.55 (m, 2H), 3.26-3.20 (m, 1H), 3.17-3.12 (m, 2H), 2.93-2.87 (dd, J=15.1 Hz, 8.5 Hz, 2H), 2.73 (m, 2H), 2.60 (m, 2H). MS (ESI) m/z: Calculated for C23H21F3N4O2: 442.16. found: 443.2 (M+H)+

Sources & evidence

ORD record
ord-145cb438a4714aad8622a1ab6b6372ee
Source dataset
uspto-grants-2015_03
Patent number
US08981084B2

Reaction notes

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