2-Chloro-5-(chloromethyl)thiophene → HCID 9930103, compound

HRID 2182508Notes

Reaction equation

HRID 2182508 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[O:10][C:9]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][N:12]=2)=[CH:8][CH:7]=1)=[O:5])[CH3:2].CC(C)([O-])C.[K+].[Cl:26][C:27]1[S:28][C:29]([CH2:32]Cl)=[CH:30][CH:31]=1>CN(C=O)C>[Cl:26][C:27]1[S:28][C:29]([CH2:32][N:13]2[C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:11]([C:9]3[O:10][C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:7][CH:8]=3)=[N:12]2)=[CH:30][CH:31]=1

Participants

5

Reactant 3

HCID 5830792-Chloro-5-(chloromethyl)thiopheneHCID 9816531HCID 9816531, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 9930103HCID 9930103, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

600 mg (2.3 mmol) of 3-(5-ethoxycarbonyl-2-furyl)indazole together with 265 mg (2.4 mmol) of potassium tert-butoxide were initially charged in 10 ml of DMF, 430 mg (2.6 mmol) of 2-chloro-5-(chloromethyl)thiophene in 1 ml of DMF were added dropwise and the mixture was stirred at RT for 2 h. Customary work-up gave 350 mg (41%) of the title compound. m.p.: 124-126° C.

Sources & evidence

ORD record
ord-083d7e17b38e490a824ecd026e212122
Source dataset
uspto-grants-2005_05
Patent number
US06897232B2

Reaction notes

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