4-Chlorobenzoyl chloride → HCID 69309613, compound

HRID 32448Notes

Reaction equation

HRID 32448 reaction equation
[CH:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][O:11][CH2:12][C@H:13]([NH2:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[Cl:21][C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=1>>[ClH:21].[Cl:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]([NH:20][C@H:13]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:12][O:11][CH2:10][CH:7]2[CH2:6][CH2:5][N:4]([CH:1]([CH3:3])[CH3:2])[CH2:9][CH2:8]2)=[O:27])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 69309716HCID 69309716, compound

Product 1

HCID 69309613HCID 69309613, compound

Procedure

Using coupling method B, (R)-2-(1-isopropylpiperidin-4-ylmethoxy)-1-phenylethylamine (150 mg, 0.54 mmol) and 4-chlorobenzoyl chloride (0.14 mL, 1.1 mmol) afforded, after purification (SiO2: 4:2:1 DCM:EtOAc:isopropylamine) and conversion to the HCl salt by general method A, 205 mg (87%) of the title compound.

Workup

  1. customafforded
  2. customafter purification (SiO2: 4:2:1 DCM:EtOAc:isopropylamine) and conversion to the HCl salt by general method A, 205 mg (87%) of the title compound

Sources & evidence

ORD record
ord-9ec75f9690464d34957827e702b44652
Source dataset
uspto-grants-2008_09
Patent number
US07427632B2

Reaction notes

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