Hydrochloric Acid → HCID 66906346, compound

HRID 1691740Notes

Reaction equation

HRID 1691740 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]2[S:29][CH:30]=[C:31]([C:33]([O:35]C)=[O:34])[N:32]=2)[CH2:24][CH:23]1[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C@@H:9]([C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1COCC1.[OH-].[Na+].Cl>CO>[C:1]([O:5][C:6]([N:8]([CH2:21][CH:22]1[CH2:27][CH2:26][N:25]([C:28]2[S:29][CH:30]=[C:31]([C:33]([OH:35])=[O:34])[N:32]=2)[CH2:24][CH:23]1[C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)[C@@H:9]([C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1)[CH3:10])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 66905771HCID 66905771, compound

Product 1

HCID 66906346HCID 66906346, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To 112 mg of methyl 2-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-1,3-thiazole-4-carboxylate were added 2.0 mL of THF, 1.0 mL of methanol and 1.0 mL of a 1 M aqueous sodium hydroxide solution, followed by stirring at 60° C. overnight. To the mixture was added 1.1 mL of 1 M hydrochloric acid, followed by concentration under reduced pressure, and to the residue were added chloroform and anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and dried to obtain 116 mg of a colorless foamy substance of 2-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-1,3-thiazole-4-carboxylic acid as a crude product.

Workup

  1. concentrationfollowed by concentration under reduced pressure
  2. additionto the residue were added chloroform and anhydrous sodium sulfate
  3. filtrationAfter filtration
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customdried

Sources & evidence

ORD record
ord-162a4e5896274be6af503f28e2ae8fb7
Source dataset
uspto-grants-2012_04
Patent number
US08153658B2

Reaction notes

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