Hydrochloric Acid → HCID 86631129, compound

HRID 912687Notes

Reaction equation

HRID 912687 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][NH:9][C:10]([NH2:12])=[S:11])=[N:6][CH:7]=1.[O-]CC.[Na+].[C:17]([CH2:19][C:20](OCC)=[O:21])#[N:18].Cl>>[NH2:18][C:17]1[N:9]([CH2:8][C:5]2[CH:4]=[N:3][C:2]([CH3:1])=[CH:7][N:6]=2)[C:10](=[S:11])[NH:12][C:20](=[O:21])[CH:19]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 7764Ethyl cyanoacetateHCID 2723922Sodium ethoxideHCID 62846302HCID 62846302, compound

Product 1

HCID 86631129HCID 86631129, compoundYield 84.7%

Procedure

The title compound was prepared in accordance with the general method described in Example 12(b) by using 1-[(5-methylpyrazin-2-yl)methyl)thiourea (1.30 g, 7.10 mmol, obtained from Example 14(a)), sodium ethoxide (21% w/w, 28.4 ml, 28.4 mmol) and ethyl cyanoacetate (3.00 ml, 28.4 mmol) with the exception that the pH was adjusted by using 2N HCl until the mixture became cloudy. The mixture was then concentrated in vacuo until precipitation occurred. The solid was collected by filtration, washed with water and dried in vacuo to give the title compound (1.50 g, 81% yield) as a yellow solid.

Workup

  1. customThe title compound was prepared in accordance with the general method
  2. concentrationThe mixture was then concentrated in vacuo until precipitation
  3. filtrationThe solid was collected by filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-668014260b1f40e483478d953ea43bad
Source dataset
uspto-grants-2011_09
Patent number
US08026244B2

Reaction notes

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