Phosphorus oxychloride → HCID 21270725, compound

HRID 1193938Notes

Reaction equation

HRID 1193938 reaction equation
[Cl:1][C:2]1[CH:13]=[C:12]([F:14])[C:11]([N:15]2[C:20](=[O:21])[C:19]([F:22])=[C:18]([C:23]([F:26])([F:25])[F:24])[NH:17][C:16]2=O)=[CH:10][C:3]=1[C:4]([O:6][CH:7]([CH3:9])[CH3:8])=[O:5].P(Cl)(Cl)([Cl:30])=O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:13]=[C:12]([F:14])[C:11]([N:15]2[C:20](=[O:21])[C:19]([F:22])=[C:18]([C:23]([F:26])([F:25])[F:24])[N:17]=[C:16]2[Cl:30])=[CH:10][C:3]=1[C:4]([O:6][CH:7]([CH3:9])[CH3:8])=[O:5]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 21270733HCID 21270733, compound

Product 1

HCID 21270725HCID 21270725, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

using isopropyl 2-chloro-5-[3,6-dihydro-2,6-dioxo-5-fluoro-4-trifluoromethyl-1(2H) -pyrimidinyl]-4-fluorobenzoate with phosphorus oxychloride and pyridine within 1 hour at room temperature and thereafter for 1 hour at 60° C. there is obtained isopropyl 2-chloro-5-[2-chloro-5-fluoro-6-oxo-4-trifluoromethyl-1(6H)-pyrimidinyl]4-fluorobenzoate, 1H-NMR (CDCl3, 60 MHz): 7.88 ppm (d,1H), 7.47 ppm (d,1H), 5.30 ppm (m,1H), 1.41 ppm (d,6H);

Workup

  1. customwithin 1 hour
  2. customat room temperature

Sources & evidence

ORD record
ord-08cf4f0771974bbfa7bb4d85e2a727d6
Source dataset
uspto-grants-1989_03
Patent number
US04812164

Reaction notes

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