Carbamimidic acid, methyl ester, sulfate (1:1) → HCID 136026892, compound

HRID 1718451Notes

Reaction equation

HRID 1718451 reaction equation
S(O)(O)(=O)=O.[C:6](=[NH:10])([O:8][CH3:9])[NH2:7].C[O-].[Na+].[C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[CH:27]=[CH:26][C:25]([CH2:28][CH:29]([C:34](=O)[CH2:35][CH2:36][CH2:37][CH3:38])[C:30](OC)=[O:31])=[CH:24][CH:23]=1)#[N:15]>CO>[CH2:35]([C:34]1[N:10]=[C:6]([O:8][CH3:9])[NH:7][C:30](=[O:31])[C:29]=1[CH2:28][C:25]1[CH:24]=[CH:23][C:22]([C:17]2[C:16]([C:14]#[N:15])=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:27][CH:26]=1)[CH2:36][CH2:37][CH3:38]

Participants

5

Reactant 3

HCID 169039Carbamimidic acid, methyl ester, sulfate (1:1)HCID 10807723Methyl 2-[(2'-cyanobiphenyl-4-yl)methyl]-3-oxoheptanoateHCID 10942334Sodium Methoxide

Product 1

HCID 136026892HCID 136026892, compoundYield 37.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl imidocarbamate sulfate (10 g), 28% sodium methoxide (29 mL) and methyl 2-[(2′-cyanobiphenyl-4-yl)methyl]-3-oxoheptanoate (9.8 g) in methanol (100 mL) was stirred at 70° C. overnight. The solvent was evaporated under reduced pressure, and water and acetic acid were added. The precipitated solid was collected by filtration, and washed with water and diethyl ether to give the title compound (3.9 g, 37%) as a pale-yellow solid.

Workup

  1. customThe solvent was evaporated under reduced pressure, and water and acetic acid
  2. additionwere added
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water and diethyl ether

Sources & evidence

ORD record
ord-93a9450df3654670911e9180db827dcf
Source dataset
uspto-grants-2010_09
Patent number
US07803940B2

Reaction notes

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