Dimethylformamide → HCID 71617343, compound

HRID 1505483Notes

Reaction equation

HRID 1505483 reaction equation
[CH3:1][C:2]1[N:7]2[N:8]=[C:9](/[CH:11]=[CH:12]/[C:13]3[CH:22]=[CH:21][C:20]4[CH:19]=[C:18]5[O:23][CH2:24][O:25][C:17]5=[CH:16][C:15]=4[N:14]=3)[N:10]=[C:6]2[C:5]([CH3:26])=[N:4][CH:3]=1.CN(C)C=O>>[CH3:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][CH2:12][C:13]3[CH:22]=[CH:21][C:20]4[CH:19]=[C:18]5[O:23][CH2:24][O:25][C:17]5=[CH:16][C:15]=4[N:14]=3)[N:10]=[C:6]2[C:5]([CH3:26])=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 89661635HCID 89661635, compound

Product 1

HCID 71617343HCID 71617343, compound

Conditions

Temperature
130 °C

Procedure

6-[(E)-2-(5,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)-vinyl]-1,3-dioxolo[4,5-g]quinoline (0.183 g, 0.530 mmol) was dissolved in N,N-Dimethylformamide (11 mL, 140 mmol). [B] p-Toluenesulfonylhydrazide (0.296 g, 1.59 mmol; Supplier=Avocado) was added and the reaction was stirred at 130° C. under an atmosphere of Argon ON. LCMS was done and showed almost complete conversion. 0.100 g [B] was added to the mixture was stirred 2 days at 130 C.

Workup

  1. addition0.100 g [B] was added to the mixture
  2. stirringwas stirred 2 days at 130 C

Sources & evidence

ORD record
ord-e812cb20ccaa43a7adfd7b58a03e7236
Source dataset
uspto-grants-2015_12
Patent number
US09216986B1

Reaction notes

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