Hydrochloric Acid → Lithium Chloride

HRID 474129Notes

Reaction equation

HRID 474129 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]2[CH2:14][CH2:13][N:12]([CH2:15][CH:16]([F:18])[F:17])[C:8]2=[N:9][C:10]=1[NH2:11])=[O:4].[Li+:19].[OH-].[ClH:21]>C1COCC1.C1(C)C=CC=CC=1>[NH2:11][C:10]1[N:9]=[C:8]2[N:12]([CH2:15][CH:16]([F:18])[F:17])[CH:13]=[CH:14][C:7]2=[N:6][C:5]=1[C:3]([OH:4])=[O:2].[Li+:19].[Cl-:21]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86668091HCID 86668091, compound

Product 2

HCID 433294Lithium ChlorideHCID 68108438HCID 68108438, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 3-amino-5-(2,2-difluoro-ethyl)-6H-pyrrolo[2,3-b]pyrazine-2-carboxylic acid methyl ester (192 mg, 0.749 mmol) in THF (3.8 ml) was added a solution of 1M LiOH (0.824 ml, 0.824 mmol) and the reaction mixture was stirred at r.t. for 20 h. At 0° C. 1M HCl (0.749 ml) was added and the mixture diluted with toluene (7.5 ml). The solvents were evaporated to provide the title compound together with LiCl as brown powder. This material was used for coupling reactions without further purification.

Workup

  1. customAt 0° C
  2. customThe solvents were evaporated

Sources & evidence

ORD record
ord-299222d342fc4ed2b406165f65692f9b
Source dataset
uspto-grants-2014_01
Patent number
US08637508B2

Reaction notes

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