Methylamine → 1-(3-(Methylamino)-2-(tosylamino)propyl)cyclohexanol

HRID 2355437Notes

Reaction equation

HRID 2355437 reaction equation
[S:1]([N:11]1[CH2:13][CH:12]1[CH2:14][C:15]1([OH:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].[CH3:22][NH2:23]>CO>[CH3:22][NH:23][CH2:13][CH:12]([NH:11][S:1]([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2])[CH2:14][C:15]1([OH:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 593828311-((1-Tosylaziridin-2-yl)methyl)cyclohexanol

Product 1

HCID 593830731-(3-(Methylamino)-2-(tosylamino)propyl)cyclohexanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-((1-tosylaziridin-2-yl)methyl)cyclohexanol (270 mg, 0.87 mmol) and methylamine in MeOH was stirred at rt for 4 h and concentrated to give 1-(3-(methylamino)-2-(tosylamino)propyl)cyclohexanol. The crude product was used in the next step without purification. MS m/z 341 (M+H+).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-693e9b17fd334aefb2ddb59055a6f810
Source dataset
uspto-grants-2010_07
Patent number
US07754737B2

Reaction notes

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