HCID 20740399, compound → HCID 20740295, compound

HRID 1883127Notes

Reaction equation

HRID 1883127 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[C:14](=[O:19])[NH:15][CH2:16][C:17]#[N:18])(C)(C)C>C(O)=O>[C:17]([CH2:16][NH:15][C:14]([CH:9]1[CH2:10][CH2:11][CH2:12][CH2:13][CH:8]1[NH2:7])=[O:19])#[N:18]

Participants

3

Reactant 1

HCID 20740399HCID 20740399, compound

Product 1

HCID 20740295HCID 20740295, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of [2-(cyanomethyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (7.3 g, 25.95 mmol) in formic acid (100 ml) and solution was stirred for four hours. Reaction was concentrated and then dissolved in 10% MeOH/dichloromethane solution (150 ml) Potassium carbonate was added until pH reached 9 and subsequent slurry was stirred vigorously before being filtered through Celite plug. The filtrate was concentrated in vacuo yielding 2-amino-cyclohexanecarboxylic acid cyanomethyl-amide (2.9 g, 62%).

Workup

  1. customReaction
  2. concentrationwas concentrated
  3. dissolutiondissolved in 10% MeOH/dichloromethane solution (150 ml) Potassium carbonate
  4. additionwas added until pH
  5. filtrationbefore being filtered through Celite plug
  6. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-a8145743223b48fc9ebd2fe092139f3d
Source dataset
uspto-grants-2004_07
Patent number
US06759428B2

Reaction notes

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