Triethylsilane → methyl 5-(4-chlorophenyl)-6-cyclohexyl-4H-thieno[3,2-b]pyrrole-2-carboxylate

HRID 505795Notes

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]3[CH:13]=[C:14]([C:16]([O:18][CH3:19])=[O:17])[S:15][C:10]=3[C:9]=2[C:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]=2)=[CH:4][CH:3]=1.C([SiH](CC)CC)C>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:12][C:11]3[CH:13]=[C:14]([C:16]([O:18][CH3:19])=[O:17])[S:15][C:10]=3[C:9]=2[CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 0 °C

Procedure

A solution (0.11 M) of methyl 5-(4-chlorophenyl)-6-cyclohex-1-en-1-yl-4H-thieno[3,2-b]pyrrole-2-carboxylate in TFA at 0° C. was treated with triethylsilane (1.5 eq.). The reaction mixture was stirred at 0° C. for 2 h then solvent was evaporated to give the title compound (99%) as a solid.

Workup

customsolvent was evaporated

Sources & evidence

ORD record: ord-ae4bbb4715ab489abe23777c3eafb636
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781431B2

Reaction notes

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