Hydrochloric Acid → HCID 57423967, compound

HRID 1875326Notes

Reaction equation

HRID 1875326 reaction equation
N[C@H:2]([CH3:13])[CH2:3][C:4]1[CH:11]=[C:10]([Br:12])[CH:9]=[CH:8][C:5]=1[C:6]#[N:7].Cl.[OH-:15].[Na+]>>[Br:12][C:10]1[CH:11]=[C:4]2[C:5](=[CH:8][CH:9]=1)[C:6](=[O:15])[NH:7][C@H:2]([CH3:13])[CH2:3]2

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68588622HCID 68588622, compound

Product 1

HCID 57423967HCID 57423967, compound

Conditions

Temperature
80 °C

Procedure

480 mg (1.7 mmol) (R)-2-(2-amino-propyl)-4-bromo-benzonitrile (as hydrochloride salt) are dissolved in 5 ml 10 N sodium hydroxide solution and stirred for 16 hours at 80° C. Then the reaction mixture is acidified with hydrochloric acid and extracted three times with ethyl acetate. The combined organic phases are dried on sodium sulphate, filtered and evaporated down i. vac. The residue is purified by RP-HPLC.

Workup

  1. extractionextracted three times with ethyl acetate
  2. customThe combined organic phases are dried on sodium sulphate
  3. filtrationfiltered
  4. customevaporated down i
  5. customThe residue is purified by RP-HPLC

Sources & evidence

ORD record
ord-1628918416e5411bb1d9c2dce39a2b2f
Source dataset
uspto-grants-2012_11
Patent number
US08309542B2

Reaction notes

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