Hydrochloric Acid → HCID 86616814, compound

HRID 639127Notes

Reaction equation

HRID 639127 reaction equation
[C:1]([C@H:3]1[CH2:7][N:6]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5][C@H:4]1[C:15]([O:17]CC)=[O:16])#[N:2].[OH-].[K+].Cl>CO.O>[C:1]([C@@H:3]1[CH2:7][N:6]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5][C@@H:4]1[C:15]([OH:17])=[O:16])#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 59026213HCID 59026213, compound

Product 1

HCID 86616814HCID 86616814, compoundYield 182.5%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
0 °C

Procedure

Dissolve ethyl(3S,4R)-4-cyano-1-(phenylmethyl)-3-pyrrolidinecarboxylate (2.0 g, 7.72 mmol) in 4:1 methanol/water (50 mL). The solution was cooled to 0 degrees C. and potassium hydroxide (0.867 g, 15.4 m, mol) was added. The reaction was allowed to stir at 0 degrees C. for 1 hour. 1 N HCl was added with cooling and the solution brought to pH=7. The solvent was removed under reduced pressure yielding a crude solid (3.244 g) which was taken on to the next step. LCMS: m/z 231.4 (MH+).

Workup

  1. temperaturewith cooling
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-95a59c5c2346489381ca62fdedde7322
Source dataset
uspto-grants-2010_04
Patent number
US07691850B2

Reaction notes

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