HCID 67324009, compound → HCID 69950206, compound

HRID 1397330Notes

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.[CH3:18][C:19]1[C:27]([C:28]2[N:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[O:30][N:29]=2)=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][N:20]=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:23](=[O:24])[C:22]3[CH:26]=[C:27]([C:28]4[N:32]=[C:31]([C:33]([F:36])([F:35])[F:34])[O:30][N:29]=4)[C:19]([CH3:18])=[N:20][CH:21]=3)[S:11][CH:12]=2)=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 67324009HCID 67324009, compound

HCID 67324110HCID 67324110, compound

Product 1

HCID 69950206HCID 69950206, compoundYield 59%

Procedure

This compound was synthesized from 2-(4-(4-chlorophenyl)thiazol-2-yl)-2-methylpropan-1-amine and 6-methyl-5-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)nicotinic acid as described in example 8 step 6 (28 mg, yield 59%). 1H NMR (400 MHz, CDCl3) δ 9.11 (br s, 1H), 8.80 (br s, 1H), 8.07 (br s, 1H), 7.79-7.77 (d, J=8.8 Hz, 2H), 7.43 (s, 1H), 7.35-7.33 (d, J=8.8 Hz, 2H), 3.86-3.84 (d, J=5.5 Hz, 2H), 3.02 (s, 3H), 1.57 (s, 6H). MS (ESI) m/z: Calculated for C23H19ClF3N5O2S: 521.09. found: 522.0 (M+H)+.

Sources & evidence

ORD record: ord-89599a56980b44e996fa48b532c1871a
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08901156B2

Reaction notes

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