HCID 12496209, compound → HCID 13755170, compound

HRID 649033Notes

Reaction equation

HRID 649033 reaction equation
[CH3:1][C:2]1([CH3:10])[C@@H:4]([CH:5]=[CH2:6])[C@H:3]1[C:7]([OH:9])=[O:8].[CH2:11]([N:14]1[CH:18]=[CH:17][C:16]([CH2:19]O)=[C:15]1[C:21]([F:24])([F:23])[F:22])[C:12]#[CH:13]>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:10])[C@@H:4]([CH:5]=[CH2:6])[C@H:3]1[C:7]([O:9][CH2:19][C:16]1[CH:17]=[CH:18][N:14]([CH2:11][C:12]#[CH:13])[C:15]=1[C:21]([F:24])([F:23])[F:22])=[O:8]

Participants

4

Reactant 2

HCID 12496209HCID 12496209, compoundHCID 13605020[1-(Prop-2-yn-1-yl)-2-(trifluoromethyl)-1H-pyrrol-3-yl]methanol

Product 1

HCID 13755170HCID 13755170, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Using the procedure of Example 1, 610 mg of (1R,cis) 2,2-dimethyl-3-ethenyl-cyclopropane carboxylic acid and with 800 mg of 1-(2-propynyl)-2-trifluromethyl-3-pyrrole-methanol were reacted to obtain 1.28 g of [2-trifluoromethyl-1-(2-propynyl)-1H-pyrrol-3-yl]-methyl (1R,cis) 2,2-dimethyl-3-ethenyl-cyclopropane carboxylate with a specific rotation of [α]D =+9° (0.2% toluene)

Sources & evidence

ORD record
ord-57ee305a94de43888892715862017892
Source dataset
uspto-grants-1988_04
Patent number
US04737513

Reaction notes

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