Hydrochloric Acid → HCID 90313488, compound

HRID 1523757Notes

Reaction equation

HRID 1523757 reaction equation
[Br:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][S:5]([N:8]1[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]1)(=[O:7])=[O:6].Cl.CCN(CC)CC.[C:27](Cl)(=[O:29])[CH3:28]>C(Cl)Cl>[Br:1][C:2]1[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=1[CH2:4][S:5]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:27](=[O:29])[CH3:28])[CH2:10][CH2:9]1)(=[O:6])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 90314014HCID 90314014, compound

Product 1

HCID 90313488HCID 90313488, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 1-(2-bromobenzylsulfonyl)piperidin-4-amine.HCl (200 mg, 0.54 mmol) and Et3N (164 mg, 1.62 mmol) in dry DCM (20 mL) was added acetyl chloride (85 mg, 1.1 mmol) drop-wise at rt. The reaction mixture was stirred at rt for 2 hours before concentrating to dryness and purifying the residue by HPLC to give the title compound (180 mg, 89%). MS (ESI): mass calcd. for C14H19BrN2O3S, 374.03; m/z found, 374.8 [M+H]+.

Workup

  1. concentrationbefore concentrating to dryness
  2. custompurifying the residue by HPLC

Sources & evidence

ORD record
ord-c8a367d54fe94917bf0737fe3e1f0599
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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