Hydrochloric Acid → HCID 20145189, compound

HRID 648643Notes

Reaction equation

HRID 648643 reaction equation
[BH4-].[Na+].[O:3]=[C:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH:16]([CH:18]([C:28]([NH2:30])=[O:29])[C:19]2[CH:27]=[CH:26][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=2)[CH3:17])[CH2:6][CH2:5]1.Cl>C(O)C>[OH:3][CH:4]1[CH2:5][CH2:6][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH:16]([CH:18]([C:28]([NH2:30])=[O:29])[C:19]2[CH:20]=[CH:21][C:22]([C:23]([OH:25])=[O:24])=[CH:26][CH:27]=2)[CH3:17])[CH2:8][CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 20145129HCID 20145129, compound

Product 1

HCID 20145189HCID 20145189, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An amount of 0.224 gm (5.92 m mol) of sodium borohydride was added in portions with stirring to a solution of 1 gm (2.63 m mol) of 4-[(1-(2-(4-oxo-piperidino)-phenyl)-ethyl)-aminocarbonylmethyl]-benzoic acid in 20 ml of absolute ethanol. After stirring for 1.5 hours at room temperature, the reaction mixture was adjusted acidic by means of 2N hydrochloric acid, evaporated in vacuo, mixed with water and ethyl acetate, and adjusted to a pH of 6 by means of 2N sodium hydroxide solution. After extraction several times with ethyl acetate, the organic phase was dried and filtered, and the extract was evaporated in vacuo. The evaporated in vacuo. The evaporation residue was recrystallized from petroleum ether.

Workup

  1. customevaporated in vacuo
  2. additionmixed with water and ethyl acetate
  3. extractionAfter extraction several times with ethyl acetate
  4. customthe organic phase was dried
  5. filtrationfiltered
  6. customthe extract was evaporated in vacuo
  7. customThe evaporated in vacuo
  8. customThe evaporation residue was recrystallized from petroleum ether

Sources & evidence

ORD record
ord-6a514e6ef4bb491eb019021f32e5c126
Source dataset
uspto-grants-1988_04
Patent number
US04735959

Reaction notes

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