Carbonic acid-guanidine (1:1) → HCID 178497677, compound

HRID 2387814Notes

Reaction equation

HRID 2387814 reaction equation
C(=O)(O)O.[NH2:5][C:6]([NH2:8])=[NH:7].C([O:11][C:12]([CH:14]([C:27](=O)[CH3:28])[CH2:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][C:17]=1[F:26])=O)C>CO>[NH2:7][C:6]1[N:8]=[C:12]([OH:11])[C:14]([CH2:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][C:17]=2[F:26])=[C:27]([CH3:28])[N:5]=1

Participants

4

Reactant 2

HCID 286947Carbonic acid-guanidine (1:1)HCID 68412608Methyl 4-(2-(ethoxycarbonyl)-3-oxobutyl)-3-fluorobenzoate

Product 1

HCID 178497677HCID 178497677, compoundYield 60.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

Guanidine carbonate (6.86 g) was added to a stirred solution of the product from step (i) (11.1 g) in MeOH (200 mL). The resulting mixture was stirred at 70° C. for 15 h. The mixture was allowed to cool to rt and the resulting precipitate collected by filtration. The solid was suspended in water (50 mL), collected by filtration and washed with MeOH to give the subtitle compound as a colourless solid 6.60 g that was used without further purification.

Workup

  1. temperatureto cool to rt
  2. filtrationthe resulting precipitate collected by filtration
  3. filtrationcollected by filtration
  4. washwashed with MeOH

Sources & evidence

ORD record
ord-25546e251f804d639b02d5cec2ac73c1
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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