Bromomethylcyclopropane → Ethyl 4-(cyclopropylmethoxy)-1-(4-fluorophenyl)pyrazole-3-carboxylate

HRID 1465191Notes

Reaction equation

HRID 1465191 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([OH:13])[C:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:9]2)=[CH:4][CH:3]=1.Br[CH2:20][CH:21]1[CH2:23][CH2:22]1>>[CH:21]1([CH2:20][O:13][C:11]2[C:10]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:9][N:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH:12]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 81503BromomethylcyclopropaneHCID 730292Ethyl 1-(4-fluorophenyl)-4-hydroxy-1H-pyrazole-3-carboxylate

Product 1

HCID 66611660Ethyl 4-(cyclopropylmethoxy)-1-(4-fluorophenyl)pyrazole-3-carboxylate

Procedure

F1 was prepared from D1 following the general procedure reported in Preparative Example 16 Step 2 using (bromomethyl)cyclopropane for the alkylation. MS (ES) C16H17FN2O3 requires: 304. Found: 305 (M+H)+ and 327 (M+Na).

Sources & evidence

ORD record
ord-35082092a3eb4fd7b0b86c1c4e707a4b
Source dataset
uspto-grants-2015_04
Patent number
US08999982B2

Reaction notes

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