4-Nitrobenzenesulfonyl chloride → HCID 18678701, compound

HRID 1634739Notes

Reaction equation

[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH:14][CH2:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.C1COCC1.C(N(C(C)C)CC)(C)C>>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:19]2[CH2:20][CH2:21][CH:16]([CH2:15][OH:14])[CH2:17][CH2:18]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

Reactant 4

HCID 74044-Nitrobenzenesulfonyl chloride

HCID 8028Tetrahydrofuran

HCID 81531Diisopropylethylamine

HCID 4207714-Piperidinemethanol

Product 1

HCID 18678701HCID 18678701, compound

Procedure

Prepared in identical fashion to the 4-carboxamide analog by reacting 4-nitrobenzenesulfonyl chloride with 4-hydroxymethylpiperidine in THF containing 1 equivalent of diisopropyethylamine overnight at ambient temperature.

Workup

customat ambient temperature

Sources & evidence

ORD record: ord-54b2867eca6b4b948fa8b78065abe5af
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06506901B2

Reaction notes

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