Methyl chloroformate → HCID 70126049, compound

HRID 990688Notes

Reaction equation

HRID 990688 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.Cl[C:22]([O:24][CH3:25])=[O:23]>ClCCl>[CH3:25][O:24][C:22](=[O:23])[NH:13][C:10]1[CH:9]=[CH:8][C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 75655Benzenamine, 4-(4-morpholinyl)-

Product 1

HCID 70126049HCID 70126049, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of Intermediate 5 (0.3 g) in dichloromethane (30 ml) was added triethylamine (0.3 ml) and methyl chloroformate (0.15 ml). After 3 h, the dichloromethane was removed in vacuo, and the resulting slurry dissolved in ethyl acetate (20 ml), washed with aqueous citric acid (10%, 15 ml), saturated aqueous sodium bicarbonate (15 ml) and brine (15 ml). The organic solvent was dried over magnesium sulphate (2 g), and the solvent removed in vacuo to yield the title compound as a yellow oil (0.26 g).

Workup

  1. customthe dichloromethane was removed in vacuo
  2. dissolutionthe resulting slurry dissolved in ethyl acetate (20 ml)
  3. washwashed with aqueous citric acid (10%, 15 ml), saturated aqueous sodium bicarbonate (15 ml) and brine (15 ml)
  4. dry with materialThe organic solvent was dried over magnesium sulphate (2 g)
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-5af53c7020714a38a52aa662ed67fa33
Source dataset
uspto-grants-2002_10
Patent number
US06462042B1

Reaction notes

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