Trimethylsilyl isocyanate → HCID 18440679, compound

HRID 1455685Notes

Reaction equation

HRID 1455685 reaction equation
C[Si]([N:5]=[C:6]=[O:7])(C)C.[Cl:8][C:9]1[S:13][C:12]([C:14]([NH:16][C:17]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:18]=2[C:19](=[O:35])[N:20]([CH2:27][CH2:28][CH:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[C:21]3=[O:26])=[O:15])=[CH:11][CH:10]=1>ClCCl>[Cl:8][C:9]1[S:13][C:12]([C:14]([NH:16][C:17]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:18]=2[C:19](=[O:35])[N:20]([CH2:27][CH2:28][CH:29]2[CH2:34][CH2:33][N:32]([C:6]([NH2:5])=[O:7])[CH2:31][CH2:30]2)[C:21]3=[O:26])=[O:15])=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 70696Trimethylsilyl isocyanateHCID 18440685HCID 18440685, compound

Product 1

HCID 18440679HCID 18440679, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At room temperature, 0.18 ml of trimethylsilyl isocyanate are added dropwise to a suspension of 50 mg (0.12 mmol) of 5-chloro-N-{1,3-dioxo-2-[2-(4-piperidinyl)ethyl]-2,3-dihydro-1H-isoindol-4-yl}-2-thiophenecarboxamide in 2.5 ml of absolute dichloromethane. The mixture is stirred at room temperature for 48 h and then, after concentration, chromatographed on silica gel (dichloromethane/methanol 97:3).

Workup

  1. concentrationafter concentration
  2. customchromatographed on silica gel (dichloromethane/methanol 97:3)

Sources & evidence

ORD record
ord-9aaa991c750142cd94031bb3d714f8ab
Source dataset
uspto-grants-2009_01
Patent number
US07482472B2

Reaction notes

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