Acetic Acid → HCID 86750788, compound

HRID 1779441Notes

Reaction equation

HRID 1779441 reaction equation
[CH2:1]([C:3]1[N:19]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]3[C:36](=[O:37])[C:35](=[O:38])[C:34]=3[O:39][CH:40]([CH3:42])C)=[CH:23][CH:22]=2)[C:6]2=[N:7][C:8]([CH3:18])=[C:9]([S:12]([N:15]([CH3:17])[CH3:16])(=[O:14])=[O:13])[C:10]([CH3:11])=[C:5]2[N:4]=1)[CH3:2].C(O)(=[O:45])C>O>[CH2:34]([O:39][C:40](=[O:45])[CH3:42])[CH3:33].[CH2:1]([C:3]1[N:19]([CH2:20][C:21]2[CH:22]=[CH:23][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]3[C:34](=[O:39])[C:35](=[O:38])[C:36]=3[OH:37])=[CH:25][CH:26]=2)[C:6]2=[N:7][C:8]([CH3:18])=[C:9]([S:12]([N:15]([CH3:17])[CH3:16])(=[O:14])=[O:13])[C:10]([CH3:11])=[C:5]2[N:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 54210844HCID 54210844, compound

Product 1

HCID 86750788HCID 86750788, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of the final product of Example 10 (0.19 g) in a mixture of acetic acid (8.3 ml) and water (3.7 mi) was heated at 95°-100° C. for 15 hours. The solvent was removed by evaporation under reduced pressure and the resulting residue was triturated with ethyl acetate (5 ml). The solid obtained was collected and dried in vacuo at 70° C. to give 2-ethyl-3-[2'-(2-hydroxy-3,4-dioxocyclobut-1-en-1-yl)biphenyl-4-ylmethyl]-5,7, N,N-tetramethyl-3H-imidazo[4,5-b]pyridine-6-sulphonamide mono-ethyl acetate solvate (0.15 g; m.p. 195°-197° C. (with decomposition)), an active compound of the present invention.

Workup

  1. temperaturewas heated at 95°-100° C. for 15 hours
  2. customThe solvent was removed by evaporation under reduced pressure
  3. customthe resulting residue was triturated with ethyl acetate (5 ml)
  4. customThe solid obtained
  5. customwas collected
  6. customdried in vacuo at 70° C.

Sources & evidence

ORD record
ord-426252e8f56649a5964b845e3bf65557
Source dataset
uspto-grants-1997_05
Patent number
US05627191

Reaction notes

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