Hydrochloric Acid → 6-(5-Naphthalen-2-ylmethyl-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)pyridine-5-carboxylic acid

HRID 2079823Notes

Reaction equation

HRID 2079823 reaction equation
C([C:3]1[CH:8]=[CH:7][C:6]([C:9](N)=[O:10])=[C:5]([N:12]2[CH2:19][CH:18]3[CH:14]([CH2:15][N:16]([CH2:20][C:21]4[CH:30]=[CH:29][C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[CH:22]=4)[CH2:17]3)[CH2:13]2)[N:4]=1)C.[OH-:31].[Na+].Cl>CCO>[CH:22]1[C:23]2[C:28](=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:29]=[CH:30][C:21]=1[CH2:20][N:16]1[CH2:17][CH:18]2[CH2:19][N:12]([C:5]3[N:4]=[CH:3][CH:8]=[CH:7][C:6]=3[C:9]([OH:10])=[O:31])[CH2:13][CH:14]2[CH2:15]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86642469HCID 86642469, compound

Product 1

HCID 668762166-(5-Naphthalen-2-ylmethyl-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)pyridine-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of ethyl 6-(5-naphthalen-2-ylmethyl-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)pyridine-5-carboxamide (0.255 g, 0.63 mmol) in EtOH (2 ml) was added 6M NaOH (2 ml, 12 mmol). The mixture was heated at 80° C. for 90 min and then cooled to r.t. Concentrated HCl was then added until a precipitate formed, and the solid was collected by filtration (240 mg, quant.). The compound was carried onto the next step without characterization.

Workup

  1. temperaturecooled to r.t
  2. customformed
  3. filtrationthe solid was collected by filtration (240 mg, quant.)

Sources & evidence

ORD record
ord-3670172f5bdd413a9d34fdd5a32ce39a
Source dataset
uspto-grants-2011_04
Patent number
US07932246B2

Reaction notes

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