Chlorotrimethylsilane → HCID 57423676, compound

HRID 1725162Notes

Reaction equation

HRID 1725162 reaction equation
Cl[Si](C)(C)[CH3:3].[C:6]1([C:12]2[N:13]([CH2:29][C:30]([OH:32])=[O:31])[C:14]([C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)=[CH:19][CH:18]=3)=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CO>[CH3:3][O:31][C:30](=[O:32])[CH2:29][N:13]1[C:14]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]3)=[CH:19][CH:18]=2)=[CH:15][CH:16]=[C:12]1[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 57423675HCID 57423675, compound

Product 1

HCID 57423676HCID 57423676, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

Chlorotrimethylsilane (275 mmol, 35 uL) is added dropwise to a cooled (0° C.) solution of [2-phenyl-5-(4-piperidin-1-yl-phenyl)-pyrrol-1-yl]-acetic acid (228 mmol) in methanol (anhydrous, 150 uL). The reaction is capped and allowed to heat/shake overnight at 65° C. The reaction is concentrated purified by flash chromatography over silica gel (3:1 methanol:methylene chloride). 64 mg of isolated product is confirmed by LCMS.

Workup

  1. customThe reaction is capped
  2. concentrationThe reaction is concentrated
  3. custompurified by flash chromatography over silica gel (3:1 methanol:methylene chloride)

Sources & evidence

ORD record
ord-6ed005af9c9f4cc484d688c405689c1d
Source dataset
uspto-grants-2009_02
Patent number
US07488832B2

Reaction notes

Loading…