Phosphorus oxychloride → Ethyl 2-[2-(4-fluorophenyl)-5-isopropyl-4-oxazolyl]acetate

HRID 485005Notes

Reaction equation

HRID 485005 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([NH:8][CH:9]([C:16](=[O:20])[CH:17]([CH3:19])[CH3:18])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=O)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O>CN(C)C=O>[F:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]2[O:20][C:16]([CH:17]([CH3:19])[CH3:18])=[C:9]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:8]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 14269213Ethyl 3-(4-fluorobenzoylamino)-3-isobutyrylpropionate

Product 1

HCID 13488808Ethyl 2-[2-(4-fluorophenyl)-5-isopropyl-4-oxazolyl]acetateYield 60.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

7.0 g of ethyl 3-(4-fluorobenzoylamino)-3-isobutyrylpropionate, 35 ml of dimethylformamide and 5.7 g of phosphorus oxychloride are treated in the same manner as described in Example 1. 4.0 g of ethyl 2-[2-(4-fluorophenyl)-5-isopropyl-4-oxazolyl]acetate are thereby obtained. Yield: 60.6%.

Sources & evidence

ORD record
ord-74671d4c6d534ecbbe8ad06458d559fd
Source dataset
uspto-grants-1985_08
Patent number
US04535089

Reaction notes

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