Boron Trichloride → HCID 86619957, compound

HRID 1092357Notes

Reaction equation

HRID 1092357 reaction equation
[CH:1]1([N:4]2[C:8]3([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]3)[CH2:7][N:6]([C:14]3[CH:19]=[CH:18][C:17]([O:20]C)=[CH:16][CH:15]=3)[C:5]2=[O:22])[CH2:3][CH2:2]1.B(Cl)(Cl)Cl>C(OCC)(=O)C>[CH:1]1([N:4]2[C:8]3([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]3)[CH2:7][N:6]([C:14]3[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=3)[C:5]2=[O:22])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 25135Boron TrichlorideHCID 57495636HCID 57495636, compound

Product 1

HCID 86619957HCID 86619957, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

150 mg (0.5 mmol) of 1-Cyclopropyl-3-(4-methoxy-phenyl)-1,3-diaza-spiro[4.5]decan-2-one, product of example 158, was treated with 1.5 ml (1.5 mmol) of boron trichloride (1.0M solution in Heptane). The reaction mixture was stirred at RT for 20 h. The reaction mixture was then taken up in Ethyl acetate and washed with 1N HCl and water. The raw product was purified by chromatography with DCM/Ethyl acetate 9:1 to 4:1 giving 30 mg of a light brown solid. MS (ESI): 287.0 (MH+).)

Workup

  1. washwashed with 1N HCl and water
  2. customThe raw product was purified by chromatography with DCM/Ethyl acetate 9:1 to 4:1 giving 30 mg of a light brown solid

Sources & evidence

ORD record
ord-e2a20d60f247486396393f2cc540992e
Source dataset
uspto-grants-2012_03
Patent number
US08129423B2

Reaction notes

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