4-Chlorobenzoyl chloride → HCID 24739181, compound

HRID 1434620Notes

Reaction equation

HRID 1434620 reaction equation
[NH2:1][CH2:2][CH:3]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:4]([N:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:8][CH2:7]1)=[O:5].[Cl:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][CH:29]=1>C1COCC1>[CH2:20]([CH:3]([C:4]([N:6]1[CH2:7][CH2:8][N:9]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:10][CH2:11]1)=[O:5])[CH2:2][NH:1][C:32](=[O:33])[C:31]1[CH:35]=[CH:36][C:28]([Cl:27])=[CH:29][CH:30]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 57936032HCID 57936032, compound

Product 1

HCID 24739181HCID 24739181, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-(Aminomethyl)-1-(4-(3,4-dichlorophenyl)piperazin-1-yl)-3-phenylpropan-1-one (40 mg, 0.1 mmol) was dissolved in THF and then TEA (10.3 mg, 0.1 mmol) followed by 4-chlorobenzoyl chloride (0.1 mmol) were added. Upon completion of addition, the reaction mixture was allowed to stir for several hours and then concentrated. The resulting concentrate was subjected to silica gel chromatography (100% EtOAc) to provide Example 7. MS Found 532.1 (M+H).

Workup

  1. additionwere added
  2. additionUpon completion of addition
  3. concentrationconcentrated
  4. concentrationThe resulting concentrate
  5. customto provide Example 7

Sources & evidence

ORD record
ord-3ddb770b1f9445c6831d294c2ab5c0b1
Source dataset
uspto-grants-2009_11
Patent number
US07615556B2

Reaction notes

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