Methyl chloroformate → HCID 145860064, compound

HRID 496799Notes

Reaction equation

HRID 496799 reaction equation
[OH-].[Na+].C(O)(=O)C.[CH3:7][S:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:39])[CH:25]([O:29][C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36](=[NH:38])[NH2:37])[CH:31]=2)[CH2:26][CH2:27][CH3:28])=[CH:19][CH:18]=1)(=[O:10])=[O:9].Cl[C:41]([O:43][CH3:44])=[O:42]>ClCCl>[CH3:44][O:43][C:41](=[O:42])[NH:38][C:36](=[NH:37])[C:32]1[CH:33]=[CH:34][CH:35]=[C:30]([O:29][CH:25]([C:24](=[O:39])[NH:23][C:20]2[CH:19]=[CH:18][C:17]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[S:8]([CH3:7])(=[O:9])=[O:10])=[CH:22][CH:21]=2)[CH2:26][CH2:27][CH3:28])[CH:31]=1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 14798Sodium Hydroxide2×HCID 131725154HCID 131725154, compound

Product 1

HCID 145860064HCID 145860064, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1 N NaOH is added up to a pH of 9 to a solution of 500 mg (1.07 mmol) of 2-(3-carbamimidoylphenoxy) pentanoic acid (2′-methanesulfonylbiphenyl-4-yl)amide acetate (3) in 40 ml of dichloromethane kept at 5° C. 0.108 ml (1.40 mmol) of methyl chloroformate is then added. During the following hour, the pH is kept at a value of 9 by addition of further 1 N NaOH. The organic phase is then separated off, washed with water, dried over sodium sulfate and evaporated. A colourless solid is obtained; FAB 524

Workup

  1. customkept at 5° C
  2. customThe organic phase is then separated off
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customA colourless solid is obtained

Sources & evidence

ORD record
ord-436c371e8df04af9907af330a56aeff6
Source dataset
uspto-grants-2005_09
Patent number
US06946489B2

Reaction notes

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