Ethyl isocyanate → HCID 59536756, compound

HRID 220666Notes

Reaction equation

HRID 220666 reaction equation
[NH2:1][CH2:2][CH:3]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([Cl:10])[C:5]=1[Cl:11].[CH2:20]([N:22]=[C:23]=[O:24])[CH3:21]>ClCCl>[Cl:11][C:5]1[C:6]([Cl:10])=[CH:7][CH:8]=[CH:9][C:4]=1[CH:3]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:16])([CH3:18])[CH3:17])[CH2:2][NH:1][C:23](=[O:24])[NH:22][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 59536725HCID 59536725, compound

Product 1

HCID 59536756HCID 59536756, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 192 mg (0.63 mmol) of the compound from Example 40A in 5.7 ml of dichloromethane was admixed at RT with 100 μl (1.26 mmol) of ethyl isocyanate. The reaction mixture was stirred overnight at RT and then freed from the solvent on a rotary evaporator. The residue was taken up in DMSO and purified by preparative HPLC [Method 20]. The product fraction was freed from the solvents on a rotary evaporator. Drying of the residue in an HV gave 173 mg (73% of theory) of the title compound.

Workup

  1. customfreed from the solvent on a rotary evaporator
  2. custompurified by preparative HPLC [Method 20]
  3. customThe product fraction was freed from the solvents on a rotary evaporator
  4. customDrying of the residue in an HV

Sources & evidence

ORD record
ord-6abe62b7fef940cebd75b8c6e3391ecc
Source dataset
uspto-grants-2012_06
Patent number
US08202895B2

Reaction notes

Loading…