1,2,3,4-Tetrahydroquinoline → HCID 19024473, compound

HRID 1033809Notes

Reaction equation

HRID 1033809 reaction equation
[CH2:1]([N:5]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[S:22](=[O:29])(=[O:28])[NH:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:12][CH:11]=1)[C:6](Cl)=[O:7])[CH2:2][CH2:3][CH3:4].C(N(CC)C(C)C)(C)C.[NH:39]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[CH2:42][CH2:41][CH2:40]1>C1(C)C=CC=CC=1>[CH2:1]([N:5]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[S:22](=[O:29])(=[O:28])[NH:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[CH:12][CH:11]=1)[C:6]([N:39]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[CH2:42][CH2:41][CH2:40]1)=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 694601,2,3,4-TetrahydroquinolineHCID 81531DiisopropylethylamineHCID 19024454HCID 19024454, compound

Product 1

HCID 19024473HCID 19024473, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The title compound was prepared from N-butyl-N-[[2'-(N-t-butylsulfamoyl)biphenyl-4-yl]methyl]carbamoyl chloride (from Example 4, Step A), N,N-diisopropylethylamine, and 1,2,3,4-tetrahydroquinoline in toluene, according to the procedure of Example 4, Step A, to give 93% yield of the desired material after flash chromatography as a foam, homogeneous by TLC in 4:1 hexane-EtOAc; FAB-MS m/e 534 (M+1)+.

Sources & evidence

ORD record
ord-03de64ba01754224844a7bd7c9d8490b
Source dataset
uspto-grants-1994_05
Patent number
US05312820

Reaction notes

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