Benzoyl chloride, 3-chloro- → HCID 67341197, compound

HRID 1846623Notes

Reaction equation

HRID 1846623 reaction equation
[N:1]1([CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]3[C:20]([NH2:21])=[CH:19][CH:18]=[CH:17][N:16]=3)[CH2:11][CH2:10]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26](Cl)=[O:27]>CN(C)C=O>[Cl:22][C:23]1[CH:24]=[C:25]([CH:29]=[CH:30][CH:31]=1)[C:26]([NH:21][C:20]1[C:15]([N:12]2[CH2:11][CH2:10][CH:9]([CH2:8][CH2:7][N:1]3[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]3)[CH2:14][CH2:13]2)=[N:16][CH:17]=[CH:18][CH:19]=1)=[O:27]

Participants

4

Reactant 2

HCID 69252Benzoyl chloride, 3-chloro-HCID 67342130HCID 67342130, compound

Product 1

HCID 67341197HCID 67341197, compoundYield 35.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.029 g (0.10 mmol) of 4-(2-piperidin-1-yl-ethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-ylamine in N,N-dimethylformamide (1 mL) is added 0.017 g (0.10 mmol) of 3-chlorobenzoyl chloride. The mixture is stirred at room temperature for 6 hours and then purified by preparative reverse phase HPLC to provide 0.015 g (35%) of the title compound (44) as a colorless solid. [M+H]+=427.1.

Workup

  1. custompurified by preparative reverse phase HPLC

Sources & evidence

ORD record
ord-4334275cef2b41d9aa3adc12d649264d
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

Loading…