Dimethylamine, hydrochloride → HCID 67442652, compound

HRID 1801390Notes

Reaction equation

HRID 1801390 reaction equation
Cl.[CH3:2][NH:3][CH3:4].C(N(CC)C(C)C)(C)C.Cl[S:15]([C:18]1[CH:19]=[C:20]([C:24]2[C:33]([CH3:35])([CH3:34])[CH2:32][C:31]3[C:26](=[CH:27][CH:28]=[C:29]([C:36]([O:38][CH3:39])=[O:37])[CH:30]=3)[N:25]=2)[CH:21]=[CH:22][CH:23]=1)(=[O:17])=[O:16]>ClCCl>[CH3:2][N:3]([CH3:4])[S:15]([C:18]1[CH:19]=[C:20]([C:24]2[C:33]([CH3:34])([CH3:35])[CH2:32][C:31]3[C:26](=[CH:27][CH:28]=[C:29]([C:36]([O:38][CH3:39])=[O:37])[CH:30]=3)[N:25]=2)[CH:21]=[CH:22][CH:23]=1)(=[O:16])=[O:17]

Participants

5

Reactant 3

HCID 10473Dimethylamine, hydrochlorideHCID 81531DiisopropylethylamineHCID 86658613HCID 86658613, compound

Product 1

HCID 67442652HCID 67442652, compoundYield 25%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of dimethylamine hydrochloride (82 mg, 1.0 mmol) and N,N-diisopropylethyl amine (388 mg, 3.0 mmol) in dichloromethane (4 mL) was added a solution of methyl 2-(3-(chlorosulfonyl)phenyl)-3,3-dimethyl-3,4-dihydroquinoline-6-carboxylate (394 mg, crude product) in dichloromethane (4 mL). The mixture was purified on preparative Thin layer chromatography to afford 100 mg of methyl 2-(3-(N,N-dimethylsulfamoyl)phenyl)-3,3-dimethyl-3,4-dihydroquinoline-6-carboxylate, which was used directly.

Workup

  1. customThe mixture was purified on preparative Thin layer chromatography

Sources & evidence

ORD record
ord-8e48e97509124581b5fe3f29db819649
Source dataset
uspto-grants-2013_01
Patent number
US08344137B2

Reaction notes

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