Hydrochloric Acid → 6-(2'-Oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl-amino)pyrimidine-4-carboxylic acid-hydrochloride

HRID 1640241Notes

Reaction equation

HRID 1640241 reaction equation
[OH-].[Li+].[O:3]=[C:4]1[NH:12][C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[C:5]21[CH2:20][C:19]1[C:14](=[CH:15][CH:16]=[C:17]([NH:21][C:22]3[N:27]=[CH:26][N:25]=[C:24]([C:28]([O:30]CC)=[O:29])[CH:23]=3)[CH:18]=1)[CH2:13]2.[ClH:33]>C(O)C>[ClH:33].[O:3]=[C:4]1[NH:12][C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[C:5]21[CH2:20][C:19]1[C:14](=[CH:15][CH:16]=[C:17]([NH:21][C:22]3[N:27]=[CH:26][N:25]=[C:24]([C:28]([OH:30])=[O:29])[CH:23]=3)[CH:18]=1)[CH2:13]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58117511Ethyl 6-(2'-oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidine-4-carboxylate

Product 1

HCID 667221856-(2'-Oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-yl-amino)pyrimidine-4-carboxylic acid-hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 mL (5.0 mmol) of a 1M aqueous lithium hydroxide solution were added to 1.80 g (4.48 mmol) ethyl 6-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidine-4-carboxylate in 5.0 mL ethanol and the mixture was stirred overnight at RT. The reaction mixture was acidified with 1.3 mL of a 4M aqueous HCl solution and the precipitate formed was suction filtered and dried.

Workup

  1. customthe precipitate formed
  2. filtrationfiltered
  3. customdried

Sources & evidence

ORD record
ord-621143fdec1c43758252951b68372e0f
Source dataset
uspto-grants-2012_02
Patent number
US08110575B2

Reaction notes

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