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

HRID 1773877Notes

Reaction equation

HRID 1773877 reaction equation
[CH2:1]([S:8][C:9]1[N:18]=[C:17]2[N:11]([CH2:12][CH2:13][C:14]3[CH:30]=[CH:29][CH:28]=[CH:27][C:15]=3[CH:16]2[O:19][CH:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:31]([OH:36])(=[O:35])[C:32]([OH:34])=[O:33]>CC(C)=O>[C:31]([OH:36])(=[O:35])[C:32]([OH:34])=[O:33].[CH2:1]([S:8][C:9]1[N:18]=[C:17]2[N:11]([CH2:12][CH2:13][C:14]3[CH:30]=[CH:29][CH:28]=[CH:27][C:15]=3[CH:16]2[O:19][CH:20]2[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]2)[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 726947772-benzylsulfanyl-4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene

Product 1

HCID 867039602-benzylsulfanyl-4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulene oxalate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-benzylsulfanyl-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-1796522c75194388a1bf29e91695c0b0
Source dataset
uspto-grants-2016_02
Patent number
US09255101B2

Reaction notes

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