Triisopropylsilyl trifluoromethanesulfonate → HCID 21922736, compound

HRID 1245023Notes

Reaction equation

[Br:1][C:2]1[C:3]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([NH:20][CH3:21])[N:15]=2)=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[NH:5][CH:6]=1.O([Si:30]([CH:37]([CH3:39])[CH3:38])([CH:34]([CH3:36])[CH3:35])[CH:31]([CH3:33])[CH3:32])S(C(F)(F)F)(=O)=O>>[Br:1][C:2]1[C:3]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([NH:20][CH3:21])[N:15]=2)=[C:4]([C:7]2[CH:8]=[CH:9][C:10]([F:13])=[CH:11][CH:12]=2)[N:5]([Si:30]([CH:37]([CH3:39])[CH3:38])([CH:34]([CH3:36])[CH3:35])[CH:31]([CH3:33])[CH3:32])[CH:6]=1

Participants

Reactant 2

HCID 2724529Triisopropylsilyl trifluoromethanesulfonate

HCID 21922761HCID 21922761, compound

Product 1

HCID 21922736HCID 21922736, compoundYield 67%

Procedure

In a similar manner to the procedures described in Example 7(ii) above, 4-bromo-2-(4-fluorophenyl)-3-(2-methylaminopyrimidin-4-yl)-1H-pyrrole [prepared as described in step 1(vii) above] was reacted with triisopropylsilyl triflate to afford the title compound (yield 67%) as a pale brown amorphous solid.

Sources & evidence

ORD record: ord-c5d9657130704cd8b35ecb840628bca9
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07122666B2

Reaction notes

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