HCID 67324009, compound → HCID 67325032, compound

HRID 1397291Notes

Reaction equation

HRID 1397291 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[O:7][N:6]=[C:5]([C:8]2[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][CH:9]=2)[N:4]=1.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[N:27]=[C:28]([C:31]([CH3:35])([CH3:34])[CH2:32][NH2:33])[S:29][CH:30]=2)=[CH:22][CH:21]=1>>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[N:27]=[C:28]([C:31]([CH3:35])([CH3:34])[CH2:32][NH:33][C:14](=[O:16])[C:12]3[CH:11]=[CH:10][CH:9]=[C:8]([C:5]4[N:4]=[C:3]([C:2]([F:1])([F:18])[F:17])[O:7][N:6]=4)[N:13]=3)[S:29][CH:30]=2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 67324009HCID 67324009, compoundHCID 67325263HCID 67325263, compound

Product 1

HCID 67325032HCID 67325032, compoundYield 56%

Procedure

This compound was synthesized from 6-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)picolinic acid and 2-(4-(4-chlorophenyl)thiazol-2-yl)-2-methylpropan-1-amine as described in example 8 step 6 (55 mg, yield 56%). 1H NMR (400 MHz, CDCl3) δ 8.87-8.85 (m, 1H), 8.43-8.41 (dd, J=7.8 Hz, 1 Hz, 1H), 8.27-8.24 (dd, J=7.8 Hz, 1.3 Hz, 1H), 8.10-8.06 (m, 1H), 7.89-7.87 (d, J=8.5 Hz, 2H), 7.41 (s, 1H), 7.32-7.29 (d, J=8.8 Hz, 2H), 3.91-3.89 (d, J=6.5 Hz, 2H), 1.56 (s, 6H). MS (ESI) m/z: Calculated for C22H17ClF3N6O2S: 507.07. found: 508.0 (M+H)+.

Sources & evidence

ORD record
ord-4e08314abda3428a81112b4bde3c23d5
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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