Triethylamine → 1,1-Dimethylethyl hexahydro-4-(methylsulfonyl)-1H-1,4-diazepine-1-carboxylate

HRID 1829191Notes

Reaction equation

HRID 1829191 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[N:6]1([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:12][CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1.C(N(CC)CC)C>ClCCl>[CH3:1][S:2]([N:9]1[CH2:10][CH2:11][CH2:12][N:6]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:7][CH2:8]1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 2756058Tert-butyl 1,4-diazepane-1-carboxylate

Product 1

HCID 220612771,1-Dimethylethyl hexahydro-4-(methylsulfonyl)-1H-1,4-diazepine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methanesulfonyl chloride (0.64 ml, 8.24 mmol) was added to a solution of tert-butyl 1,4-diazepane-1-carboxylate (1.5 g, 7.49 mmol) and triethylamine (1.6 ml, 11 mmol) in dichloromethane (20 ml), and the reaction stirred at room temperature for 18 hours. The solution was washed with sodium bicarbonate solution, then brine, dried (MgSO4) and evaporated under reduced pressure to give the title compound, 2.01 g.

Workup

  1. washThe solution was washed with sodium bicarbonate solution
  2. dry with materialbrine, dried (MgSO4)
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-006eb2efbd63440eb7b4466016121c65
Source dataset
uspto-grants-2006_06
Patent number
US07060836B2

Reaction notes

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