Benzenesulfonyl chloride → HCID 178478902, compound

HRID 1935600Notes

Reaction equation

HRID 1935600 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[N:14]=[CH:15][NH:16][CH:17]=1)[CH2:7][CH:6]([NH2:18])[CH2:5]2.C(N(CC)CC)C.CN(C1C=CC=CN=1)C.[C:35]1([S:41]([Cl:44])(=[O:43])=[O:42])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>CN(C)C=O>[ClH:44].[ClH:44].[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]1[N:14]=[CH:15][NH:16][CH:17]=1)[CH2:7][CH:6]([NH:18][S:41]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:43])=[O:42])[CH2:5]2

Participants

6

Reactant 4

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 178507189HCID 178507189, compound

Product 1

HCID 178478902HCID 178478902, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared in a manner similar to step F of Example 1. Thus, 6-Bromo-1,2,3,4-tetrahydro-1-(1H-imidazol-4-ylmethyl)-3-quinolinamine (42 mg, 0.1 mmol) in dimethylformamide (0.2 mL) was treated with triethylamine (0.3 mL, 2.1 mmol), dimethylaminopyridine (10 mg) and benzenesulfonyl chloride (0.014 mL, 0.11 mmol) to afford a solid (17 mg, 32%). MS; (M+H)+=447, 1 Br pattern.

Sources & evidence

ORD record
ord-f31f6d9625c04a4e90c5aed427709a9f
Source dataset
uspto-grants-2002_05
Patent number
US06387926B1

Reaction notes

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