Triethylamine → 4-{5-[4-(Propane-2-sulfonyl)-piperazin-1-yl]-2,3-dihydro-furo[2,3-c]pyridin-2-yl}-piperidine-1-carboxylic acid tert-butyl ester

HRID 1184789Notes

Reaction equation

HRID 1184789 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]2[O:28][C:17]3=[CH:18][N:19]=[C:20]([N:22]4[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]4)[CH:21]=[C:16]3[CH2:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:29]([S:32](Cl)(=[O:34])=[O:33])([CH3:31])[CH3:30].C(N(CC)CC)C>ClCCl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]2[O:28][C:17]3=[CH:18][N:19]=[C:20]([N:22]4[CH2:23][CH2:24][N:25]([S:32]([CH:29]([CH3:31])[CH3:30])(=[O:34])=[O:33])[CH2:26][CH2:27]4)[CH:21]=[C:16]3[CH2:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 824082-Propanesulfonyl chlorideHCID 679734674-(5-Piperazin-1-yl-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 679902274-{5-[4-(Propane-2-sulfonyl)-piperazin-1-yl]-2,3-dihydro-furo[2,3-c]pyridin-2-yl}-piperidine-1-carboxylic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound is prepared by treatment of 4-(5-piperazin-1-yl-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester with isopropylsulfonyl chloride in dichloromethane in the presence of triethylamine. LC (method 10): tR=1.48 min; Mass spectrum (ESI+): m/z=495 [M+H]+.

Sources & evidence

ORD record
ord-d5ed74bad9154cc08b5d1f5ac2509583
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

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