Benzoyl chloride → HCID 68457034, compound

HRID 502337Notes

Reaction equation

HRID 502337 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(CC)CC.[Cl:17][C:18]1[CH:31]=[CH:30][C:21]([CH2:22][N:23]2[CH2:28][CH2:27][CH:26]([NH2:29])[CH2:25][CH2:24]2)=[CH:20][C:19]=1[O:32][CH2:33][CH3:34]>CN(C=O)C>[Cl:17][C:18]1[CH:31]=[CH:30][C:21]([CH2:22][N:23]2[CH2:28][CH2:27][CH:26]([NH:29][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:25][CH2:24]2)=[CH:20][C:19]=1[O:32][CH2:33][CH3:34]

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 592103771-(4-Chloro-3-ethoxybenzyl)piperidin-4-ylamine

Product 1

HCID 68457034HCID 68457034, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Benzoyl chloride (17 mg, 0.11 mmol), Et3N (20 μL, 0.15 mmol) and 1-(4-chloro-3-ethoxy-benzyl)piperidin-4-ylamine (27 mg, 0.1 mmol) were shaken in DMF (0.5 ml) for 16 h, after which time the solvent was evaporated and the residue purified by reversed phase HPLC (MeCN:H2O) affording the title compound (22 mg, 60%). MS: 373.4 (MH+)

Workup

  1. customafter which time the solvent was evaporated
  2. customthe residue purified by reversed phase HPLC (MeCN:H2O)

Sources & evidence

ORD record
ord-082e49ae2bd64259975fc13489f67bc0
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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