HCID 67324009, compound → HCID 67324861, compound

HRID 1397284Notes

Reaction equation

HRID 1397284 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][NH2:15])[S:11][CH:12]=2)=[CH:4][CH:3]=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][N:33]=2)[C:28](O)=[O:29])[N:21]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([C:13]([CH3:17])([CH3:16])[CH2:14][NH:15][C:28](=[O:29])[C:27]3[CH:31]=[CH:32][N:33]=[C:25]([C:22]4[N:21]=[C:20]([C:19]([F:35])([F:34])[F:18])[O:24][N:23]=4)[CH:26]=3)[S:11][CH:12]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 67324009HCID 67324009, compoundHCID 67324412HCID 67324412, compound

Product 1

HCID 67324861HCID 67324861, compoundYield 33%

Procedure

This compound was synthesized from 2-(4-(4-chlorophenyl)thiazol-2-yl)-2-methylpropan-1-amine and 2-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)isonicotinic acid as described in example 8 step 6 (65 mg, yield 33%). 1H NMR (400 MHz, CDCl3) δ 8.94-8.92 (dd, J=5.0 Hz, 0.8 Hz, 1H), 8.50 (m, 1H), 8.39-8.36 (t, J=5.6 Hz, 1H), 7.88-7.86 (dd, J=5.0 Hz, 1.5 Hz, 1H), 7.79-7.77 (d, J=8.5 Hz, 2H), 7.44 (s, 1H), 7.35-7.33 (d, J=8.5 Hz, 2H), 3.83-3.82 (d, J=5.8 Hz, 2H), 1.57 (s, 6H). MS (ESI) m/z: Calculated for C22H17ClF3N6O2S: 507.07. found: 508.0 (M+H)+.

Sources & evidence

ORD record
ord-19b1b10d3a7d4201a29af4bb47ea76ca
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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