Dimethylformamide → HCID 59263843, compound

HRID 644976Notes

Reaction equation

HRID 644976 reaction equation
[CH2:1]([O:8][C:9]([N:11]([CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=1)[CH2:12][CH2:13][C:14](O)=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:27]C1C(Cl)=CC=CC=1CCN.C(Cl)(=O)C(Cl)=O.CN(C=O)C>ClCCl>[Cl:27][C:14](=[O:15])[CH2:13][CH2:12][N:11]([CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=1)[C:9](=[O:10])[O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 27347582-(2,3-dichlorophenyl)ethanamineHCID 67319255HCID 67319255, compound

Product 1

HCID 59263843HCID 59263843, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-((Benzyloxycarbonyl)(3,4-dichlorophenethyl)amino)propanoic acid (0.5 g), prepared according to the procedure of Example 1 step iv), but using 2,3-dichlorophenethylamine instead of phenethylamine, was dissolved in dichloromethane (10 mL) and treated with oxalyl chloride (0.132 mL) and DMF (0.05 mL). The reaction was stirred at room temperature until gas evolution ceased, and the solvent was removed in vacuo to give an oil which was used in step ii) directly.

Workup

  1. customthe solvent was removed in vacuo
  2. customto give an oil which

Sources & evidence

ORD record
ord-1c63868baad64cccadc8b6c327d2bca9
Source dataset
uspto-grants-2010_04
Patent number
US07700782B2

Reaction notes

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