HCID 69058421, compound → HCID 10427089, compound

HRID 1453652Notes

Reaction equation

HRID 1453652 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][N:21]3[C:27](=[O:28])[CH2:26][CH2:25][CH2:24][C:23]4[CH:29]=[CH:30][CH:31]=[CH:32][C:22]3=4)[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>FC(F)(F)C(O)=O>[N:11]1([C:14]2[CH:15]=[C:16]([CH:17]=[CH:18][CH:19]=2)[CH2:20][N:21]2[C:27](=[O:28])[CH2:26][CH2:25][CH2:24][C:23]3[CH:29]=[CH:30][CH:31]=[CH:32][C:22]2=3)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

3

Reactant 1

HCID 69058421HCID 69058421, compound

Product 1

HCID 10427089HCID 10427089, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 0.6 g (1.38 mmole) 4-[3-(2-oxo-2,3,4,5-tetrahydro-benzo[b]azepin-1-ylmethyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester in 3 mL trifluoroacetic acid was concentrated under reduced pressure. The residue was partitioned between 10 mL saturated sodium carbonate containing 1 mL 5% sodium hydroxide and 35 mL ethyl acetate. The organic phase was dried (MgSO4) and concentrated under reduced pressure. The residue was converted to the maleate salt and recrystallized from methanol/ethyl acetate to provide 1-(3-Piperazin-1-yl-benzyl)-1,3,4,5-tetrahydrobenzo[b]azepin-2-one as a maleate salt, 0.346 g, m.p. 149-150°.

Workup

  1. customThe residue was partitioned between 10 mL saturated sodium carbonate containing 1 mL 5% sodium hydroxide and 35 mL ethyl acetate
  2. dry with materialThe organic phase was dried (MgSO4)
  3. concentrationconcentrated under reduced pressure
  4. customrecrystallized from methanol/ethyl acetate

Sources & evidence

ORD record
ord-8446677dc54448ff9f1c043675add0a2
Source dataset
uspto-grants-2009_01
Patent number
US07476675B2

Reaction notes

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