HCID 56655613, compound → HCID 56655690, compound

HRID 1039008Notes

Reaction equation

HRID 1039008 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:30][CH2:29][C:12]2([C:16](=[O:17])[N:15]([C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)[CH2:11][CH2:10]1>C(Cl)Cl>[OH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:30][CH2:29][C:12]2([C:16](=[O:17])[N:15]([C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]([F:27])([F:28])[F:26])=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)[CH2:11][CH2:10]1

Participants

3

Reactant 1

HCID 56655613HCID 56655613, compound

Product 1

HCID 56655690HCID 56655690, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 8-(2-methoxy-phenyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (described in example 7, 16 mg, 0.04 mmol) in DCM (1 mL) at −78° C. was added borontribromide (1M, 110 uL, 0.12 mmol) drop wise. The reaction mixture was warmed to r.t. and stirring was continued overnight. The reaction mixture was quenched with sat. NaHCO3 and extracted with DCM. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and evaporated under reduced pressure to yield the title compound a white solid (9 mg, 61%). MS (ESI): 407.4 (MH+).

Workup

  1. customThe reaction mixture was quenched with sat. NaHCO3
  2. extractionextracted with DCM
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-5bf06249a3c64ce6af3762491acb4fd1
Source dataset
uspto-grants-2013_10
Patent number
US08552024B2

Reaction notes

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