5-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid → HCID 67379542, compound

HRID 1397450Notes

Reaction equation

HRID 1397450 reaction equation
[Cl: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>>[Cl: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 673242165-(5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acidHCID 67324267HCID 67324267, compound

Product 1

HCID 67379542HCID 67379542, compoundYield 10%

Procedure

This compound was synthesized from 2-(2-(4-chlorophenyl)oxazol-4-yl)ethanamine and 5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid as described in example 8 step 6 (14 mgs, 10% yield). 1H NMR (CDCl3) δ 9.45 (s, 1H), 9.29 (s, 1H), 8.84 (s, 1H), 7.97 (d, J=8.4 Hz, 1H), 7.80 (s, 1H), 7.57 (s, 1H), 7.43 (d, J=8.1 Hz, 1H), 7.26 (s, 1H), 3.85 (d, J=5.1 Hz, 2H), 2.93 (t, J=5.4 Hz, 2H). MS (ESI) m/z: Calculated for C20H13ClF3N5O3: 463.07. found: 464.1 (M+H)+.

Sources & evidence

ORD record
ord-e3475f8589a14ee3912f831ab0c39684
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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