Pivaloyl chloride → HCID 136246043, compound

HRID 59533Notes

Reaction equation

HRID 59533 reaction equation
[NH2:1][CH2:2][C:3]1[C:4]([F:27])=[CH:5][C:6]([Cl:26])=[C:7]([C:9]2[NH:10][C:11](=[O:25])[N:12]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[C:16]([C:21]([F:24])([F:23])[F:22])[CH:15]=3)[N:13]=2)[CH:8]=1.[C:28](Cl)(=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30]>C1COCC1>[Cl:26][C:6]1[C:7]([C:9]2[NH:10][C:11](=[O:25])[N:12]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[C:16]([C:21]([F:23])([F:24])[F:22])[CH:15]=3)[N:13]=2)=[CH:8][C:3]([CH2:2][NH:1][C:28](=[O:33])[C:29]([CH3:32])([CH3:31])[CH3:30])=[C:4]([F:27])[CH:5]=1

Participants

4

Reactant 2

HCID 62493Pivaloyl chlorideHCID 136644849HCID 136644849, compound

Product 1

HCID 136246043HCID 136246043, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared according to the procedure described in Example-108 by using 5-(5-(aminomethyl)-2-chloro-4-fluorophenyl)-2-(4-fluoro-3-(trifluoromethyl)phenyl)-2H-1,2,4-triazol-3(4H)-one (Intermediate-81, 0.300 g), pivaloyl chloride (0.3 mL), TEA (2.0 mL), dry THF (5 mL) to afford 0.065 g of the desired product. 1H NMR (300 MHz, CDCl3): δ 1.12 (s, 9H), 4.30 (m, 2H), 7.61-7.69 (m, 3H), 8.16 (br s, 1H), 8.25 (br s, 2H), 12.73 (s, 1H); MS (m/z): 489.47 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-48b2f56a282449a292a9ba5b2b5ee451
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

Loading…