Triethylsilane → HCID 57435158, compound

HRID 1724815Notes

Reaction equation

HRID 1724815 reaction equation
C([SiH](CC)CC)C.[CH2:8]([O:10][C:11]([C:13]1[NH:14][C:15]([C:18](=O)[CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)=[CH:16][CH:17]=1)=[O:12])[CH3:9]>FC(F)(F)C(O)=O>[CH2:8]([O:10][C:11]([C:13]1[NH:14][C:15]([CH2:18][CH2:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[CH:16][CH:17]=1)=[O:12])[CH3:9]

Participants

4

Reactant 2

HCID 12052TriethylsilaneHCID 11097637HCID 11097637, compound

Product 1

HCID 57435158HCID 57435158, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Triethylsilane (0.977 mL, 6.14 mmol) was added to a stirring, room temperature solution of 5-(3-phenylpropionyl)1H-pyrrole-2-carboxylic acid ethyl ester (175) (0.5374 g, 1.98 mmol) in trifluoroacetic acid (TFA) (4.72 mL, 0.42 M) under N2. The reaction was judged complete by HPLC after stirring at room temperature overnight. The TFA was removed under vacuum, and the crude product was purified by preparative reverse phase HPLC with the following conditions: 35:65 H2O:CH3CN; 20 mL/min.; λ=254 nM. HPLC: 11.12 min.

Workup

  1. customThe TFA was removed under vacuum
  2. customthe crude product was purified by preparative reverse phase HPLC with the following conditions
  3. custom11.12 min.

Sources & evidence

ORD record
ord-314c8f11694e4082a50b0e2992282c5b
Source dataset
uspto-grants-2009_02
Patent number
US07488747B2

Reaction notes

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