HCID 18940610, compound → HCID 18940563, compound

HRID 356200Notes

Reaction equation

HRID 356200 reaction equation
[CH2:1]([N:8]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]([C:19](=[O:32])[CH2:20][N:21]2[C:25](=[O:26])[C:24]3=[CH:27][CH:28]=[CH:29][CH:30]=[C:23]3[C:22]2=[O:31])[CH:11]([CH2:33][NH:34]C(OCC2C=CC=CC=2)=O)[CH2:10][C:9]1=[O:45])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BrH:46].C(O)(=O)C>C(Cl)(Cl)Cl>[BrH:46].[NH2:34][CH2:33][CH:11]1[CH2:10][C:9](=[O:45])[N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]1[C:19](=[O:32])[CH2:20][N:21]1[C:25](=[O:26])[C:24]2=[CH:27][CH:28]=[CH:29][CH:30]=[C:23]2[C:22]1=[O:31]

Participants

4

Reactant 2

HCID 18940610HCID 18940610, compoundHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 18940563HCID 18940563, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1-benzyl-4-(benzyloxy-carbonylamino methyl)-5-(phthalimidoacetyl)-1,3,4,5-tetrahydro-1,5-benzodiazepin-2(2H)-one (1.51 g, 2.5 mol) in chloroform (20 mL) was added 25% hydrogen bromide-acetic acid solution (5 mL). The mixture was stirred for 25 minutes at room temperature, which was concentrated under reduced pressure. The concentrate was crystallized from ethanol-diethyl ether, followed by recrystallization from dichloromethane-ethanol-diethyl ether to afford the object compound (1.13 g, 82%), m.p.232°-234° C.

Workup

  1. concentrationwhich was concentrated under reduced pressure
  2. customThe concentrate was crystallized from ethanol-diethyl ether
  3. customfollowed by recrystallization from dichloromethane-ethanol-diethyl ether

Sources & evidence

ORD record
ord-ce79c45d5edb4b58bc7ed86e03d62404
Source dataset
uspto-grants-1998_11
Patent number
US05834463

Reaction notes

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