Oxalic Acid → 2-(2-methyl-allyl)-4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene oxalate

HRID 1773879Notes

Reaction equation

HRID 1773879 reaction equation
[CH3:1][C:2](=[CH2:26])[CH2:3][C:4]1[N:13]=[C:12]2[N:6]([CH2:7][CH2:8][C:9]3[CH:25]=[CH:24][CH:23]=[CH:22][C:10]=3[CH:11]2[O:14][CH:15]2[CH2:20][CH2:19][N:18]([CH3:21])[CH2:17][CH2:16]2)[CH:5]=1.[C:27]([OH:32])(=[O:31])[C:28]([OH:30])=[O:29]>CC(C)=O>[C:27]([OH:32])(=[O:31])[C:28]([OH:30])=[O:29].[CH3:26][C:2](=[CH2:1])[CH2:3][C:4]1[N:13]=[C:12]2[N:6]([CH2:7][CH2:8][C:9]3[CH:25]=[CH:24][CH:23]=[CH:22][C:10]=3[CH:11]2[O:14][CH:15]2[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]2)[CH:5]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 726946772-(2-methyl-allyl)-4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene

Product 1

HCID 867039612-(2-methyl-allyl)-4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene oxalate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-(2-methyl-allyl)-4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene is dissolved in acetone (0.7 mL) and oxalic acid (1 equivalent) is added. Acetone is removed under reduced pressure to afford the product as an oxalate.

Workup

  1. customAcetone is removed under reduced pressure

Sources & evidence

ORD record
ord-6aaf0f415687452bad01d0a9126669cb
Source dataset
uspto-grants-2016_02
Patent number
US09255101B2

Reaction notes

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