HCID 18071420, compound → HCID 67344227, compound

HRID 1397441Notes

Reaction equation

HRID 1397441 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][CH:10]=[C:11]([CH2:13][CH2:14][NH2:15])[N:12]=2)=[CH:4][CH:3]=1.[F:16][C:17]([F:33])([F:32])[C:18]1[O:22][N:21]=[C:20]([C:23]2[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=2)[C:26](O)=[O:27])[N:19]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][CH:10]=[C:11]([CH2:13][CH2:14][NH:15][C:26](=[O:27])[C:25]3[CH:29]=[CH:30][CH:31]=[C:23]([C:20]4[N:19]=[C:18]([C:17]([F:33])([F:32])[F:16])[O:22][N:21]=4)[CH:24]=3)[N:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 18071420HCID 18071420, compoundHCID 251808543-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid

Product 1

HCID 67344227HCID 67344227, compoundYield 27%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)ethanamine and 3-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzoic acid as described in example 8 step 6 (45 mg, yield 27%). 1H NMR (400 MHz, DMSO-d6) δ 8.91 (t, J=5.4 Hz, 1H), 8.51 (s, 1H), 8.20 (d, J=7.9 Hz, 1H), 8.12 (d, J=8.2 Hz, 1H), 8.00-7.97 (m, 3H), 7.74-7.70 (t, J=7.8 Hz, 1H), 7.37-7.32 (t, J=8.8 Hz, 2H), 3.61-3.56 (m, 2H), 2.84-2.80 (t, J=7.0 Hz, 2H). MS (ESI) m/z: Calculated for C21H14F4N4O3: 446.10. found: 447.2 (M+H)+.

Sources & evidence

ORD record
ord-4ff0fbda7c394bd581efb117aef2c651
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

Loading…