HCID 58551320, compound → HCID 58551190, compound

HRID 1908161Notes

Reaction equation

HRID 1908161 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([N:11]2[CH2:30][CH2:29][C:14]3([C:19]4=[CH:20][CH:21]=[CH:22][N:18]4[C:17]4[CH:23]=[CH:24][C:25]([CH2:27][OH:28])=[CH:26][C:16]=4[O:15]3)[CH2:13][CH2:12]2)=[O:10])=[CH:5][C:4]=1[O:31][CH3:32])[CH3:2]>ClCCl.[O-2].[O-2].[Mn+4]>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([N:11]2[CH2:12][CH2:13][C:14]3([O:15][C:16]4[CH:26]=[C:25]([CH:27]=[O:28])[CH:24]=[CH:23][C:17]=4[N:18]4[CH:22]=[CH:21][CH:20]=[C:19]34)[CH2:29][CH2:30]2)=[O:10])=[CH:5][C:4]=1[O:31][CH3:32])[CH3:2]

Participants

4

Reactant 1

HCID 58551320HCID 58551320, compound

Product 1

HCID 58551190HCID 58551190, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of (4-ethyl-3-methoxy-phenyl)-[7′-(hydroxymethyl)spiro[piperidine-4,4′-pyrrolo[2,1-c][1,4]benzoxazine]-1-yl]methanone (270 mg, 0.62 mmol) and manganese dioxide (270 mg, 3.1 mmol) in dichloromethane (5 mL) was stirred at 60° C. overnight. The reaction was filtered, evaporated and submitted to the next step without further purification. ESI-MS m/z calc. 430.5. found 431.7 (M+1)+; Retention time: 2.01 minutes (3 min run).

Workup

  1. filtrationThe reaction was filtered
  2. customevaporated
  3. customsubmitted to the next step without further purification
  4. customRetention time: 2.01 minutes (3 min run)

Sources & evidence

ORD record
ord-9062cd9c79ad4172a7b15755dc4e9ac4
Source dataset
uspto-grants-2013_12
Patent number
US08598164B2

Reaction notes

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