Sodium Hydroxide → HCID 67996089, compound

HRID 1615160Notes

Reaction equation

HRID 1615160 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C@@H:10]([NH:12][CH2:13][CH2:14][C:15]2([NH:25]C(=O)C(F)(F)F)[CH2:24][CH2:23][C:18]3([O:22][CH2:21][CH2:20][O:19]3)[CH2:17][CH2:16]2)[CH3:11])=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C@@H:10]([NH:12][CH2:13][CH2:14][C:15]2([NH2:25])[CH2:16][CH2:17][C:18]3([O:19][CH2:20][CH2:21][O:22]3)[CH2:23][CH2:24]2)[CH3:11])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86668373HCID 86668373, compound

Product 1

HCID 67996089HCID 67996089, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
50 °C

Procedure

A mixture of 4 M aqueous NaOH solution (6 mL), N-(8-{2-[(S)-1-(4-chloro-phenyl)-ethylamino]-ethyl}-1,4-dioxa-spiro[4.5]dec-8-yl)-2,2,2-trifluoro-acetamide (2.10 g), and methanol (10 mL) is stirred at 50° C. for 24 h. After cooling to room temperature, most of the methanol is evaporated and the residue is extracted with ethyl acetate. The combined extract is washed with brine, dried (MgSO4), and concentrated to give the title compound. Yield: 98% of theory; LC (method 8): tR=0.78 min; Mass spectrum (ESI+): m/z=339/341 (Cl) [M+H]+.

Workup

  1. customis evaporated
  2. extractionthe residue is extracted with ethyl acetate
  3. extractionThe combined extract
  4. washis washed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-616f3d3849bf4664adc4ab89410ba061
Source dataset
uspto-grants-2014_07
Patent number
US08765744B2

Reaction notes

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