Hydrochloric Acid → HCID 86689174, compound

HRID 1752507Notes

Reaction equation

HRID 1752507 reaction equation
C[O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([C:12]([F:15])([F:14])[CH3:13])=[C:7]([Cl:16])[N:6]=1)=[O:4].[Li+].[OH-].Cl>C1COCC1>[NH2:11][C:10]1[C:5]([C:3]([OH:4])=[O:2])=[N:6][C:7]([Cl:16])=[C:8]([C:12]([F:14])([F:15])[CH3:13])[N:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium Hydroxide2×HCID 86689175HCID 86689175, compound

Product 1

HCID 86689174HCID 86689174, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-amino-6-chloro-5-(1,1-difluoro-ethyl)-pyrazine-2-carboxylic acid methyl ester (136 mg, 0.541 mmol) in THF (5.40 ml) was added 1M LiOH (595 μl, 0.595 mmol) at 0° C. The resulting brown solution was warmed up to it for 5 h. More 1M LiOH (95 μl, 0.095 mmol) was added at 0° C. and the reaction was stirred at it for 1 h. Then 1M HCl (632 μl, 0.632 mmol) was added and then the resulting mixture was evaporated to dryness. The resulting crude material was directly used in the coupling step without further purification.

Workup

  1. temperatureThe resulting brown solution was warmed up to it for 5 h
  2. customthe resulting mixture was evaporated to dryness
  3. customThe resulting crude material was directly used in the coupling step without further purification

Sources & evidence

ORD record
ord-66b68901040e4148b317729c4d6157fb
Source dataset
uspto-grants-2015_10
Patent number
US09163011B2

Reaction notes

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