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

HRID 1673779Notes

Reaction equation

HRID 1673779 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-162befdcafa94695baacac3634d9eaf5
Source dataset
uspto-grants-2011_08
Patent number
US07998968B2

Reaction notes

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