2,6-Dichlorobenzoyl chloride → HCID 57923875, compound

HRID 1172703Notes

Reaction equation

HRID 1172703 reaction equation
[CH2:1]([S:4]([N:7]1[CH2:12][CH2:11][C:10]([C@@H:19]([NH2:21])[CH3:20])([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[CH2:9][CH2:8]1)(=[O:6])=[O:5])[CH2:2][CH3:3].CCN(C(C)C)C(C)C.[Cl:31][C:32]1[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:33]=1[C:34](Cl)=[O:35]>CN(C=O)C>[Cl:31][C:32]1[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[C:33]=1[C:34]([NH:21][C@H:19]([C:10]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[CH2:9][CH2:8][N:7]([S:4]([CH2:1][CH2:2][CH3:3])(=[O:5])=[O:6])[CH2:12][CH2:11]1)[CH3:20])=[O:35]

Participants

5

Reactant 3

HCID 783922,6-Dichlorobenzoyl chlorideHCID 81531DiisopropylethylamineHCID 66791246HCID 66791246, compound

Product 1

HCID 57923875HCID 57923875, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of {(1S)-1-[1-(propylsulfonyl)-4-pyridin-2-ylpiperidin-4-yl]ethyl}amine (80 mg, 0.26 mmol) in DMF (0.7 mL) was treated with i-Pr2NEt (0.2 mL, 1.15 mmol) and 2,6-dichloro-benzoyl chloride (0.15 mL, 0.8 mmol) and stirred at room temperature for 30 min. The reaction mixture was purified directly by reverse phase HPLC to afford the desired product.

Workup

  1. customThe reaction mixture was purified directly by reverse phase HPLC

Sources & evidence

ORD record
ord-d3118afb3f68432f9ee26281e2161701
Source dataset
uspto-grants-2010_11
Patent number
US07834031B2

Reaction notes

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