Diisopropylethylamine → tert-Butyl (1-((2-bromophenyl)sulfonyl)piperidin-4-yl)carbamate

HRID 1523762Notes

Reaction equation

HRID 1523762 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8](Cl)(=[O:10])=[O:9].[NH:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:14][CH2:13]1.C(N(C(C)C)CC)(C)C>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([N:12]1[CH2:13][CH2:14][CH:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:23])([CH3:22])[CH3:24])[CH2:16][CH2:17]1)(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 5204032-Bromobenzenesulfonyl chlorideHCID 7238334-(N-Boc-amino)piperidine

Product 1

HCID 40175560tert-Butyl (1-((2-bromophenyl)sulfonyl)piperidin-4-yl)carbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-bromobenzene-1-sulfonyl chloride (50 mg, 0.20 mmol), tert-butyl piperidin-4-ylcarbamate (49 mg, 0.25 mmol), and diisopropylethyl amine (0.101 mL, 0.59 mmol) in CH2Cl2 was stirred for 90 min at rt. The reaction mixture was then concentrated to dryness to give the title compound in quantitative yield. The product was used without further purification.

Workup

  1. concentrationThe reaction mixture was then concentrated to dryness

Sources & evidence

ORD record
ord-edf99ffd6d2d48e69cf4ddaa2ccdc846
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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