Hydrogen Bromide → HCID 54676256, compound

HRID 2114854Notes

Reaction equation

HRID 2114854 reaction equation
C([O:8][C:9]1[C:10]2[C:23](=[O:24])[N:22]([CH2:25][C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[CH:21]=[C:20]([C:33]([O:35][CH3:36])=[O:34])[C:11]=2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[C:14](=[O:19])[C:13]=12)C1C=CC=CC=1.Br>C(O)(=O)C.ClCCl>[F:32][C:29]1[CH:28]=[CH:27][C:26]([CH2:25][N:22]2[CH:21]=[C:20]([C:33]([O:35][CH3:36])=[O:34])[C:11]3[N:12]4[CH2:17][CH2:16][N:15]([CH3:18])[C:14](=[O:19])[C:13]4=[C:9]([OH:8])[C:10]=3[C:23]2=[O:24])=[CH:31][CH:30]=1

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 69316433HCID 69316433, compound

Product 1

HCID 54676256HCID 54676256, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of methyl 10-(benzyloxy)-2-(4-fluorobenzyl)-8-methyl-1,9-dioxo-1,2,6,7,8,9-hexahydropyrido[3′,4′:4,5]pyrrolo[1,2-a]-pyrazine-4-carboxylat (30 mg, 0.06 mmol) and hydrogen bromide in acetic acid (0.7 mL, 30% solution) in dichloromethane (10 mL) was stirred at room temperature for 6 hr. The reaction mixture was concentrated under vacuum, and the residue subjected to reverse phase HPLC purification. Collection and lyophilization of appropriate fractions provided the title product.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customphase HPLC purification
  3. customCollection and lyophilization of appropriate fractions

Sources & evidence

ORD record
ord-0474285a48d046f588d6395bf4569e29
Source dataset
uspto-grants-2008_10
Patent number
US07435735B2

Reaction notes

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