Ethyl trifluoroacetate → 2-(Trifluoromethyl)-1,4,5,6-tetrahydro-5-pyrimidinol

HRID 705893Notes

Reaction equation

HRID 705893 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3](OCC)=O.[NH2:10][CH2:11][CH:12]([OH:15])[CH2:13][NH2:14]>CC1C=CC(C)=CC=1>[F:9][C:2]([F:1])([F:8])[C:3]1[NH:10][CH2:11][CH:12]([OH:15])[CH2:13][N:14]=1

Participants

4

Reactant 2

HCID 9794Ethyl trifluoroacetateHCID 611571,3-Diamino-2-propanol

Product 1

HCID 200804282-(Trifluoromethyl)-1,4,5,6-tetrahydro-5-pyrimidinolYield 97.5%

Reagents, catalysts & solvents 1

HCID 7809P-XyleneSolvent

Conditions

Temperature
160 °C

Procedure

To a solution of ethyl trifluoroacetate (5.80 g, 40.8 mmol) in p-Xylene (30 mL) was added 1,3-diamino-2-propanol (3.60 g, 40 mmol). The mixture was stirred at 160° C. for 4 h. Concentration in vacuo then afforded the title compound (6.55 g, 39.0 mmol, 97% yield).

Workup

  1. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-789bb72fd89d456bab1de605edbdd054
Source dataset
uspto-grants-2015_11
Patent number
US09174968B2

Reaction notes

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