Ethyl 5-methylisoxazole-3-carboxylate → 1-(5-Methyl-1,2-oxazol-3-yl)cyclopropane-1-carboxylic acid

HRID 931071Notes

Reaction equation

HRID 931071 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]2([C:10]([OH:12])=[O:11])[CH2:9][CH2:8]2)ON=1.CC1[O:18][N:17]=C(C(OCC)=O)C=1>>[CH3:1][C:2]1[O:18][N:17]=[C:5]([C:7]2([C:10]([OH:12])=[O:11])[CH2:8][CH2:9]2)[CH:6]=1

Participants

3

Reactant 2

HCID 76677Ethyl 5-methylisoxazole-3-carboxylateHCID 825972691-(3-Methyl-1,2-oxazol-5-yl)cyclopropane-1-carboxylic acid

Product 1

HCID 825972681-(5-Methyl-1,2-oxazol-3-yl)cyclopropane-1-carboxylic acid

Procedure

The title compound was prepared by a method analogous to the one used for Intermediate 8, but using ethyl 5-methylisoxazole-3-carboxylate as the starting material. MS (ES+) (M+H) 168.0; LCMS retention time: 2.06 minutes. (Method L). 1H NMR (500 MHz, CD3OD) δ 1.38-1.42 (m, 2H), 1.58-1.62 (m, 2H), 2.39 (s, 3H), 6.32 (s, 1H).

Sources & evidence

ORD record
ord-71c2b20554f94e7da32473a292ac0e4e
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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