HCID 67324088, compound → HCID 67346988, compound

HRID 1397348Notes

Reaction equation

HRID 1397348 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][CH:10]=[C:11]([CH2:13][CH2:14][NH2:15])[N:12]=2)[CH:5]=[CH:6][CH:7]=1.[F:16][C:17]([F:33])([F:32])[C:18]1[O:22][N:21]=[C:20]([C:23]2[CH:24]=[N:25][CH:26]=[C:27]([CH:31]=2)[C:28](O)=[O:29])[N:19]=1>>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][CH:10]=[C:11]([CH2:13][CH2:14][NH:15][C:28](=[O:29])[C:27]3[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]=[N:25][CH:26]=3)[N:12]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 67324088HCID 67324088, compoundHCID 673242165-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid

Product 1

HCID 67346988HCID 67346988, compoundYield 9%

Procedure

This compound was synthesized from 2-(2-(3-fluorophenyl)oxazol-4-yl)ethanamine and 5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid as described in example 8 step 6 (15 mg, yield 9%). 1H NMR (400 MHz, MeOD) δ 9.39 (d, J=2.0 Hz, 1H), 9.19 (d, J=2.3 Hz, 1H), 8.90-8.88 (t, J=2.1 Hz, 1H), 7.84-7.82 (m, 2H), 7.72-7.69 (m, 1H), 7.54-7.49 (m, 1H), 7.26-7.21 (m, 1H), 3.79-3.76 (t, J=6.9 Hz, 2H), 2.98-2.95 (t, J=6.9 Hz, 2H). MS (ESI) m/z: Calculated for C20H13F4N5O3: 447.10. found: 448.0 (M+H)+.

Sources & evidence

ORD record
ord-6a0cf9327a0d4506bd17f05d9c2d87aa
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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