Toluene → HCID 178419490, compound

HRID 2383426Notes

Reaction equation

HRID 2383426 reaction equation
[Br:1][C:2]1[C:14]2[C:13]3[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C:8]=3[CH:7]=[N:6][C:5]=2[NH:4][N:3]=1.[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25].C1(C)C=CC=CC=1>O1CCOCC1>[F:22][C:23]([F:28])([F:27])[C:24]([O-:26])=[O:25].[Br:1][C:2]1[C:14]2[C:13]3[CH2:12][CH2:11][NH2+:10][CH2:9][C:8]=3[CH:7]=[N:6][C:5]=2[NH:4][N:3]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 178451611HCID 178451611, compound

Product 1

HCID 178419490HCID 178419490, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl 1-bromo-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxylate (0.23 g, 0.43 mmol) was added trifluoroacetic acid (2 mL). The reaction mixture was stirred at room temperature for 30 minutes. On completion of the reaction, toluene (3 mL) and 1,4-dioxane (2 mL) were added and the solvents removed under reduced pressure. The crude product, 1-bromo-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7-ium 2,2,2-trifluoroacetate was obtained as brown foam and was used in the next step without any further purification. LCMS [M+H]: 253.

Workup

  1. additionwere added
  2. customthe solvents removed under reduced pressure

Sources & evidence

ORD record
ord-8f5cb8fa8ca84106a09a80ddd7f0c789
Source dataset
uspto-grants-2012_09
Patent number
US08263610B2

Reaction notes

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