Trifluoroacetate → HCID 12004350, compound

HRID 1698523Notes

Reaction equation

HRID 1698523 reaction equation
[CH:1]1([CH2:4][S:5]([C:7]2[N:8]([CH3:21])[C:9]([C@@H:12]([NH2:20])[CH2:13][N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[N:10][N:11]=2)=[O:6])[CH2:3][CH2:2]1.FC(F)(F)C([O-])=[O:25].[CH3:29][C:30]1[N:38]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:36]=[CH:35][C:31]=1[C:32](Cl)=[O:33]>>[CH:1]1([CH2:4][S:5]([C:7]2[N:8]([CH3:21])[C:9]([C@@H:12]([NH:20][C:32](=[O:33])[C:31]3[CH:35]=[CH:36][C:37]([C:39]([F:42])([F:41])[F:40])=[N:38][C:30]=3[CH3:29])[CH2:13][N:14]3[CH2:15][CH2:16][O:17][CH2:18][CH2:19]3)=[N:10][N:11]=2)(=[O:25])=[O:6])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 84468TrifluoroacetateHCID 27756752-Methyl-6-(trifluoromethyl)nicotinoyl chlorideHCID 57959882HCID 57959882, compound

Product 1

HCID 12004350HCID 12004350, compound

Procedure

The title compound was prepared from (1S)-1-{5-[(cyclopropylmethyl)sulphinyl]-4-methyl-4H-1,2,4-triazol-3-yl}-2-morpholin-4-ylethanamine bis(trifluoroacetate and 2-methyl-6-(trifluoromethyl)nicotinoyl chloride using the conditions described in Example 65 steps f and g. 1H NMR (500 MHz, d6-DMSO) δ (ppm) 9.23 (1H, d, J=8.1 Hz), 7.99 (1H, d, J=7.9 Hz), 7.81 (1H, d, J=7.9 Hz), 5.57-5.53 (1H, m), 3.94 (3H, s), 3.65-3.51 (6H, m), 3.07 (1H, dd, J=9.4, 12.7 Hz), 2.90 (1H, dd, J=5.7, 12.8 Hz), 2.62 (3H, s), 2.61-2.58 (2H, m), 2.51-2.46 (2H, m), 1.06-0.98 (1H, m), 0.56-0.48 (2H, m), 0.22-0.14 (2H, m); m/z (ES+) 517 (M+H).

Sources & evidence

ORD record
ord-5719c629565546c2ad9012fe5a6d385b
Source dataset
uspto-grants-2012_04
Patent number
US08163956B2

Reaction notes

Loading…