Hydrochloric Acid → HCID 9847796, compound

HRID 991462Notes

Reaction equation

HRID 991462 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]1[C:13](=[O:14])[C:12]2([CH2:19][CH2:18][N:17]([C:20]3([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[CH2:16][CH2:15]2)[N:11]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:10]1)=[O:7])(C)(C)C.Cl>CO>[CH3:1][O:5][C:6]([CH2:8][N:9]1[C:13](=[O:14])[C:12]2([CH2:19][CH2:18][N:17]([C:20]3([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]3)[CH2:16][CH2:15]2)[N:11]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH2:10]1)=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18414050HCID 18414050, compound

Product 1

HCID 9847796HCID 9847796, compoundYield 75.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3-t-butoxycarbonylmethyl-1-phenyl-8-(1-phenylcycloheptyl)-1,3,8-triazaspiro[4.5]decan-4-one (prepared in Preparation 4, 100 mg, 0.193 mmol) and HCl solution in methanol (10 ml) was stirred at 60° C for 16 h. After evaporation of the solvent, the residue was basified with 25% NH4OH and extracted with CH2Cl2. The extracts combined were dried(Na2SO4), filtered, and concentrated. The residue was purified by preparative TLC (1 mm plate×2, hex/acetone:5/2) to give 68.8 mg (75.1%)of title compound as white amorphous solid.

Workup

  1. customAfter evaporation of the solvent
  2. extractionextracted with CH2Cl2
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by preparative TLC (1 mm plate×2, hex/acetone:5/2)

Sources & evidence

ORD record
ord-e5afd19b1c4a426a8caa033473a70773
Source dataset
uspto-grants-2002_10
Patent number
US06465478B1

Reaction notes

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