Ethyl isocyanate → HCID 10474323, compound

HRID 2252327Notes

Reaction equation

HRID 2252327 reaction equation
[CH:1]([C:4]1[N:8]2[CH:9]=[C:10]([S:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[CH2:20][OH:21])[CH:11]=[CH:12][C:7]2=[N:6][N:5]=1)([CH3:3])[CH3:2].[CH2:22]([N:24]=[C:25]=[O:26])[CH3:23]>ClCCl>[CH:1]([C:4]1[N:8]2[CH:9]=[C:10]([S:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[CH2:20][O:21][C:25](=[O:26])[NH:24][CH2:22][CH3:23])[CH:11]=[CH:12][C:7]2=[N:6][N:5]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanate2×HCID 10357392HCID 10357392, compound

Product 1

HCID 10474323HCID 10474323, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of [2-(3-Isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-phenyl]-methanol (45.0 mg, 0.15 mmol) in dichloromethane (1.5 mL) under nitrogen at ambient temperature was added ethyl isocyanate (12.0 μL, 0.15 mmol). The reaction was heated to 50° C. for 1 hour. The reaction was cooled, ethyl isocyanate added (30 μL, 0.38 mmol), and stirred at ambient temperature for 16 hours. The reaction was concentrated in vacuo to an oil. The residue was triturated from ether to give the title compound (45 mg, 82%). MS (M+1)=371.4.

Workup

  1. temperatureThe reaction was cooled
  2. concentrationThe reaction was concentrated in vacuo to an oil
  3. customThe residue was triturated from ether

Sources & evidence

ORD record
ord-d0acbbc07fe5481f88b98e0e8774ce94
Source dataset
uspto-grants-2008_01
Patent number
US07321040B2

Reaction notes

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