L-Prolinol → HCID 178484061, compound

HRID 967204Notes

Reaction equation

HRID 967204 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][O:6][CH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][N:15]([CH3:29])[S:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:10][CH2:9]1.[OH:30][CH2:31][C@@H:32]1[CH2:36][CH2:35][CH2:34][NH:33]1>CN(C)C(=O)C>[OH:30][CH2:31][C@@H:32]1[CH2:36][CH2:35][CH2:34][N:33]1[CH2:2][CH2:3][CH2:4][CH2:5][O:6][CH2:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][N:15]([CH3:29])[S:16]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=2)(=[O:18])=[O:17])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 640091L-ProlinolHCID 178484054HCID 178484054, compound

Product 1

HCID 178484061HCID 178484061, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

In analogy to the method described in example 12.1, trans-N-[4-(4-bromo-butoxymethyl)-cyclohexylmethyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide was reacted with (S)-2-hydroxymethyl-pyrrolidine in N,N-dimethylacetamide at room temperature to yield trans-N-{4-[4-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-butoxymethyl]-cyclohexylmethyl}-N-methyl-4-trifluoromethyl-benzenesulfonamide as colorless solid, MS: 521 (MH+).

Sources & evidence

ORD record
ord-d5939c0585ef4da99e29f41e701f84db
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

Loading…