Triethylamine → HCID 178459242, compound

HRID 237337Notes

Reaction equation

HRID 237337 reaction equation
Cl.[Cl:2][C:3]1[CH:26]=[CH:25][C:6]2[N:7]3[C:11]([CH2:12][NH:13][CH2:14][C:5]=2[CH:4]=1)=[N:10][N:9]=[C:8]3[C@H:15]1[CH2:20][CH2:19][C@H:18]([O:21][CH:22]([CH3:24])[CH3:23])[CH2:17][CH2:16]1.C(N(CC)CC)C.[CH3:34][N:35]([CH3:40])[S:36](Cl)(=[O:38])=[O:37]>ClCCl>[CH3:34][N:35]([CH3:40])[S:36]([N:13]1[CH2:14][C:5]2[CH:4]=[C:3]([Cl:2])[CH:26]=[CH:25][C:6]=2[N:7]2[C:11](=[N:10][N:9]=[C:8]2[C@H:15]2[CH2:16][CH2:17][C@H:18]([O:21][CH:22]([CH3:24])[CH3:23])[CH2:19][CH2:20]2)[CH2:12]1)(=[O:38])=[O:37]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 83372Dimethylsulphamoyl chlorideHCID 178459238HCID 178459238, compound

Product 1

HCID 178459242HCID 178459242, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of trans-8-chloro-1-(4-isopropoxy-cyclohexyl)-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene hydrochloride (0.070 g, 0.18 mmol) and triethylamine (0.037 ml, 0.26 mmol) in dichloromethane (3 ml) was added N,N-dimethylsulfamoyl chloride (0.028 ml, 0.26 mmol) at room temperature. After stirring for 65 h the reaction mixture was concentrated in vacuo. Flash-chromatography with n-heptane/2-propanol as eluent gave the title compound (0.063 g, 77%) as white solid. MS m/e: 468 (M+H+).

Workup

  1. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-6a925d665848438ba0fbe32e1db942ef
Source dataset
uspto-grants-2014_02
Patent number
US08642590B2

Reaction notes

Loading…