Hydrochloric Acid → 3-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyrazine-2-carbonyl]-amino}-isonicotinic acid

HRID 467724

Reaction equation

HRID 467724 reaction equation
C([O:3][C:4](=[O:30])[C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[NH:11][C:12]([C:14]1[C:19]([NH:20][C:21]2[CH:22]=[N:23][CH:24]=[N:25][CH:26]=2)=[N:18][CH:17]=[C:16]([CH:27]2[CH2:29][CH2:28]2)[N:15]=1)=[O:13])C.[OH-].[Na+].Cl>C(O)C>[CH:27]1([C:16]2[N:15]=[C:14]([C:12]([NH:11][C:6]3[CH:7]=[N:8][CH:9]=[CH:10][C:5]=3[C:4]([OH:30])=[O:3])=[O:13])[C:19]([NH:20][C:21]3[CH:26]=[N:25][CH:24]=[N:23][CH:22]=3)=[N:18][CH:17]=2)[CH2:29][CH2:28]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70126398HCID 70126398, compound

Product 1

HCID 700989283-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyrazine-2-carbonyl]-amino}-isonicotinic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred suspension of 3-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyrazine-2-carbonyl]-amino}-isonicotinic acid ethyl ester (972 mg, 2.4 mmol) at rt in ethanol (15 ml) under an argon atmosphere was added 1 N NaOH (3 ml, 3.0 mmol). The suspension was stirred at rt for overnight. After the addition of 1 N HCl (3 ml) stirring was continued for 1 hr. The solid was collected by filtration, washed with H2O, then EtOH and dried.

Workup

  1. stirringstirring
  2. waitwas continued for 1 hr
  3. filtrationThe solid was collected by filtration
  4. washwashed with H2O
  5. dry with materialEtOH and dried

Sources & evidence

ORD record
ord-7a8520138c0d4080acfd81771d0a6e02
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Linked notes

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