Sodium Hydroxide → HCID 70285001, compound

HRID 1941141Notes

Reaction equation

HRID 1941141 reaction equation
[Cl:1][C:2]1[CH:33]=[CH:32][C:5]2[O:6][C:7]3[CH:31]=[CH:30][CH:29]=[CH:28][C:8]=3[C:9]([N:11]3[CH2:19][C@H:18]4[N:14]([CH2:15][C@H:16](C(=O)C5C=CC=CC=5)[CH2:17]4)[CH2:13][CH2:12]3)=[N:10][C:4]=2[CH:3]=1.[OH-:34].[Na+]>CO>[Cl:1][C:2]1[CH:33]=[CH:32][C:5]2[O:6][C:7]3[CH:31]=[CH:30][CH:29]=[CH:28][C:8]=3[C:9]([N:11]3[CH2:19][C@H:18]4[N:14]([CH2:15][C@H:16]([OH:34])[CH2:17]4)[CH2:13][CH2:12]3)=[N:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54357787HCID 54357787, compound

Product 1

HCID 70285001HCID 70285001, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 8-chloro-11-[(6S,8R)-8-benzoyl-1,4-diazabicyclo[4.3.0]non-4-yl]-dibenz[b,f]-1,4-oxazepine in methanol (5 mL) was added 1% aqueous sodium hydroxide. The reaction was stirred for 1 hour and the solvent removed under reduced pressure. The residue was dissolved in methylene chloride and washed with water, dried (MgSO4) and evaporated to dryness to give 3.5 mg (31%) of 8-chloro-11-[(6S,8R)-8-hydroxy-1,4-diazabicyclo[4.3.0]non-4-yl]-dibenz[b,f]-1,4-oxazepine as an off-white solid; mp 90°-92° C.; Rf(50% acetone/hexanes): 0.20; HRMS (FAB): MH+ of C20H20 N3O2Cl, calculated 370.1322, found 370.1327.

Workup

  1. customthe solvent removed under reduced pressure
  2. dissolutionThe residue was dissolved in methylene chloride
  3. washwashed with water
  4. dry with materialdried (MgSO4)
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-f8c6fc946d2d4ca6ab3b3dc290711998
Source dataset
uspto-grants-1997_12
Patent number
US05703072

Reaction notes

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