Hydrogen Bromide → HCID 70430286, compound

HRID 542629Notes

Reaction equation

HRID 542629 reaction equation
[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@@H:16]1[C:22](=[O:23])[N:21]2[C@H:24]([C:27]([O:29]C(C)(C)C)=[O:28])[CH2:25][CH2:26][N:20]2[C:19](=[O:34])[CH2:18][CH2:17]1)[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5])[CH3:2].[BrH:35]>C(O)(=O)C>[BrH:35].[CH2:1]([O:3][C:4]([C@@H:6]([NH:15][C@@H:16]1[C:22](=[O:23])[N:21]2[C@H:24]([C:27]([OH:29])=[O:28])[CH2:25][CH2:26][N:20]2[C:19](=[O:34])[CH2:18][CH2:17]1)[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 70393826HCID 70393826, compound

Product 1

HCID 70430286HCID 70430286, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 0.15 g of tert.butyl 8(S)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-2,3,6,7,8,9-hexahydro-5,9-dioxo-1H,5H-pyrazolo[1,2-a][1,2]diazepine-1(S)-carboxylate in 0.3 ml of acetic acid was treated at room temperature for 0.5 hour with 1.3 ml of 45% hydrogen bromide solution in acetic acid. The mixture was then evaporated and the resulting oily solid was triturated with diethyl ether to give 0.11 g (65%) of 8(S)-[1(S)-ethoxycarbonyl-3-phenylpropylamino]-2,3,6,7,8,9-hexahydro-5,9-dioxo-1H,5H-pyrazolo[1,2-a][1,2]diazepine-1(S)-carboxylic acid hydrobromide in the form of a light tan coloured solid of melting point 207°-210° C.

Workup

  1. customThe mixture was then evaporated
  2. customthe resulting oily solid was triturated with diethyl ether

Sources & evidence

ORD record
ord-d5bfcd7da9214ffcb901fb15ac3c9191
Source dataset
uspto-grants-1987_04
Patent number
US04658024

Reaction notes

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