Methanol → HCID 68506894, compound

HRID 1715189Notes

Reaction equation

HRID 1715189 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10](=[O:18])[NH:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)(C)(C)C.[Si]([I:24])(C)(C)C.CO>CC#N>[IH:24].[NH2:7][CH2:8][CH2:9][C:10]([NH:11][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=[O:18]

Participants

5

Reactant 3

HCID 887MethanolHCID 85247Trimethylsilyl iodideHCID 24688528HCID 24688528, compound

Product 1

HCID 68506894HCID 68506894, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred suspension of [2-(pyridin-3-ylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (0.075 g, 0.28 mmol) in MeCN (3 ml) is added dropwise TMSI (0.05 ml, 0.34 mmol). After 30 minutes, MeOH (1 ml) is added and stirring continued for a further 20 minutes. The solvent is removed in vacuo and the crude residue is triturated with MeOH/EtOAc to afford the title compound as a cream crystalline solid.

Workup

  1. waitcontinued for a further 20 minutes
  2. customThe solvent is removed in vacuo
  3. customthe crude residue is triturated with MeOH/EtOAc

Sources & evidence

ORD record
ord-9cfe64d1b28a4f519f6d54c011ba5f94
Source dataset
uspto-grants-2010_09
Patent number
US07799810B2

Reaction notes

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