Lithium hydroxide, monohydrate → 4-(2-Pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline-7-carboxylic Acid

HRID 8235

Reaction equation

HRID 8235 reaction equation
O.[OH-].[Li+].C[O:5][C:6]([C:8]1[CH:17]=[C:16]2[C:11]([C:12]([C:18]3[C:22]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=4)=[N:21][N:20]4[CH2:29][CH2:30][CH2:31][C:19]=34)=[CH:13][CH:14]=[N:15]2)=[CH:10][CH:9]=1)=[O:7]>O1CCCC1.O>[N:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[C:22]1[C:18]([C:12]2[C:11]3[C:16](=[CH:17][C:8]([C:6]([OH:7])=[O:5])=[CH:9][CH:10]=3)[N:15]=[CH:14][CH:13]=2)=[C:19]2[CH2:31][CH2:30][CH2:29][N:20]2[N:21]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 235461314-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline-7-carboxylic acid methyl ester

Product 1

HCID 219924874-(2-Pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline-7-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Lithium hydroxide monohydrate (0.65 g, 15.6 mmol) is added to a solution of 4-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-quinoline-7-carboxylic acid methyl ester (1.44 g, 3.89 mmol) in 2:1 tetrahydrofuran/water (30 mL), stirred at room temperature for 18 h, and concentrated in vacuo. The residue is purified by SCX resin, (2 N ammonia in methanol), to yield the title compound, 1.22 g (88%), as a tan solid.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue is purified by SCX resin, (2 N ammonia in methanol),

Sources & evidence

ORD record
ord-482e9e53739947068ed5441ee039ebd0
Source dataset
uspto-grants-2006_08
Patent number
US07087626B2

Linked notes

Loading…