Dimethylformamide → HCID 86610260, compound

HRID 644182Notes

Reaction equation

HRID 644182 reaction equation
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[C:7]([O:14][CH:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(Cl)(=O)C([Cl:31])=O.CN(C=O)C>ClCCl>[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([Cl:31])=[O:10])=[C:7]([O:14][CH:15]2[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 685305052-(N-Boc-piperidine-4-yloxy)-4-(tert-butyl)benzoic acid

Product 1

HCID 86610260HCID 86610260, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of 4-(tert-butyl)-2-(1-Boc-piperidin-4-yloxy)benzoic acid (4.0 g, 10.6 mmol) in dichloromethane (20 mL) at 0° C., was added oxalyl chloride (13 mmol), followed by a small amount of DMF. After 30 min, the solvents were removed in vacuo and the residue was dissolved in dichloromethane to make a solution of the title compound, approximately 0.1 g/mL.

Workup

  1. customthe solvents were removed in vacuo
  2. dissolutionthe residue was dissolved in dichloromethane

Sources & evidence

ORD record
ord-71598a3e9d2045fca5470bf1a8c972f4
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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