HCID 18071420, compound → HCID 67344841, compound

HRID 1397339Notes

Reaction equation

HRID 1397339 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]=[N:25][CH:26]=[C:27]([CH:31]=2)[C:28](O)=[O:29])[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: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:6][CH:7]=1

Participants

3

Reactant 2

HCID 18071420HCID 18071420, compoundHCID 673242165-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid

Product 1

HCID 67344841HCID 67344841, compoundYield 46%

Procedure

This compound was synthesized from 2-(2-(4-fluorophenyl)oxazol-4-yl)ethanamine and 5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid as described in example 8 step 6 (55 mg, yield 46%). 1H NMR (400 MHz, MeOD) δ 9.39 (d, J=2.0 Hz, 1H), 9.19 (d, J=2.0 Hz, 1H), 8.89 (t, J=2.0 Hz, 1H), 8.07-8.03 (m, 2H), 7.81 (s, 1H), 7.26-7.22 (m, 2H), 3.78-3.75 (t, J=6.9 Hz, 2H), 2.97-2.94 (t, J=6.9 Hz, 2H). MS (ESI) m/z: Calculated for C20H13F4N5O3: 447.10. found: 448.2 (M+H)+.

Sources & evidence

ORD record
ord-635a1004c63642318b7b842ec6d75399
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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