Dimethylformamide → HCID 14990310, compound

HRID 1892078Notes

Reaction equation

HRID 1892078 reaction equation
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].CN(C=O)C.[CH2:12]([C:17]1[CH:22]=[CH:21][C:20](/[C:23](/C)=[CH:24]/C(O)=O)=[CH:19][CH:18]=1)[CH2:13][CH2:14][CH2:15][CH3:16]>ClCCl>[CH2:12]([C:17]1[CH:22]=[CH:21][C:20](/[C:23](/[CH3:24])=[CH:1]/[C:2]([Cl:4])=[O:3])=[CH:19][CH:18]=1)[CH2:13][CH2:14][CH2:15][CH3:16]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 608361272770-11-7

Product 1

HCID 14990310HCID 14990310, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Oxalyl chloride (3.2 mL, 36.60 mmol) and DMF (50 μL) were added drop wise to a solution of compound 1003 (5.0 g, 21.52 mmol) in dichloromethane (100 mL) at 0° C. The reaction solution was warmed up to room temperature and stirred for 4 hours. The reaction mixture was concentrated in vacuum and the residue was dried under hi-vacuum for 3 hours. The crude product was used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuum
  2. customthe residue was dried under hi-vacuum for 3 hours
  3. customThe crude product was used in the next step without further purification

Sources & evidence

ORD record
ord-d1071c2591134443bbc82c1b96380fd9
Source dataset
uspto-grants-2013_08
Patent number
US08507647B2

Reaction notes

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