Hydrochloric Acid → Methyl [4-(aminomethyl)-2,3-dihydro-1h-1-benzazepin-2-yl]acetate

HRID 1761029Notes

Reaction equation

HRID 1761029 reaction equation
[C:1]([C:3]1[CH2:4][CH:5]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[N:6](C(=O)C(F)(F)F)[C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[CH:9]=1)#[N:2].Cl>ClC(Cl)C>[NH2:2][CH2:1][C:3]1[CH2:4][CH:5]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[NH:6][C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 91539061Methyl [4-cyano-1-(trifluoroacetyl)-2,3-dihydro-1h-1-benzazepin-2-yl]acetate

Product 1

HCID 91229698Methyl [4-(aminomethyl)-2,3-dihydro-1h-1-benzazepin-2-yl]acetate

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
45 °C

Procedure

nBu4NBH4 is added at ambient temperature to a solution of the compound obtained in Step f (0.792 g; 2.34 mmol) in dichloroethane (10 ml). The reaction mixture is then heated at 45° C. for 8 hours. 10 ml of HCl (10%) are subsequently added and heating is carried out for 1 hour at 50° C. After concentration, the residue is chromatographed on silica (CH2Cl2/EtOH/NH4OH) to yield the title compound.

Workup

  1. temperatureheating
  2. concentrationAfter concentration
  3. customthe residue is chromatographed on silica (CH2Cl2/EtOH/NH4OH)

Sources & evidence

ORD record
ord-8fbcc1ed064f4bc29f3d999daf397212
Source dataset
uspto-grants-2005_01
Patent number
US06846833B2

Reaction notes

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