Cyclopentylurea → Ethyl 2-(cyclopentylamino)-4-(trifluoromethyl)-5-oxazolecarboxylate

HRID 359275Notes

Reaction equation

HRID 359275 reaction equation
[CH:1]1([NH:6][C:7]([NH2:9])=[O:8])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH:11]([C:17]([C:19]([F:22])([F:21])[F:20])=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13]>>[CH:1]1([NH:6][C:7]2[O:8][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:17]([C:19]([F:20])([F:22])[F:21])[N:9]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 294526CyclopentylureaHCID 2737165Ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate

Product 1

HCID 20064769Ethyl 2-(cyclopentylamino)-4-(trifluoromethyl)-5-oxazolecarboxylateYield 34.2%

Procedure

By the procedure of Example 4, 7.68 g (60 mmol) of cyclopentyl urea was reacted with 10.9 g (50 mmol) of ethyl 2-chloro-4,4,4-trifluoroacetoacetate at 140°-150° C. for 18 hours. The product was separated and then recrystallized from methylcyclohexane to yield 5.0 g of a white solid product (m.p.=41°-42° C.) identified in Table I.

Workup

  1. customThe product was separated
  2. customrecrystallized from methylcyclohexane

Sources & evidence

ORD record
ord-25bb2e3ba19a4f42b112e723be3b6887
Source dataset
uspto-grants-1991_03
Patent number
US05000775

Reaction notes

Loading…