Methanesulfonic Acid → HCID 23582062, compound

HRID 1896552Notes

Reaction equation

HRID 1896552 reaction equation
[NH2:1][C:2]1[C:14]2[C:13]3[CH:12]=[CH:11][C:10]([C:15]([F:18])([F:17])[F:16])=[CH:9][C:8]=3[N:7]([CH3:19])[C:6]=2[C:5]([C:20]#[N:21])=[CH:4][N:3]=1.CS(O)(=O)=[O:24]>>[NH2:1][C:2]1[C:14]2[C:13]3[CH:12]=[CH:11][C:10]([C:15]([F:18])([F:16])[F:17])=[CH:9][C:8]=3[N:7]([CH3:19])[C:6]=2[C:5]([C:20]([NH2:21])=[O:24])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 6395Methanesulfonic AcidHCID 59198483HCID 59198483, compound

Product 1

HCID 23582062HCID 23582062, compound

Conditions

Temperature
120 °C

Procedure

A suspension of the product of Step 3 in a 1:1 (mass/mass) mixture of PPA/CH3SO3H (0.034 M) was stirred for 90 min at 120° C. The resulting mixture was then added to ice-cold saturated NaHCO3 solution, stirring until all the reagent was consumed and the pH was 7-8. The crude material was collected by filtration, and was purified by preparative TLC, eluting with 1:20 MeOH:EtOAc to give the title compound as a white solid.

Workup

  1. additionThe resulting mixture was then added to ice-cold saturated NaHCO3 solution
  2. stirringstirring until all the reagent
  3. customwas consumed
  4. filtrationThe crude material was collected by filtration
  5. customwas purified by preparative TLC
  6. washeluting with 1:20 MeOH

Sources & evidence

ORD record
ord-732e28ec219e4b4dad9088ea9e699e18
Source dataset
uspto-grants-2013_08
Patent number
US08518964B2

Reaction notes

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