Lithium hydroxide, monohydrate → 1-isopropyl-3-methyl-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-indazole-4-carboxylic acid

HRID 85497Notes

Reaction equation

HRID 85497 reaction equation
[CH:1]([N:4]1[C:12]2[CH:11]=[C:10]([C:13]3[CH:14]=[C:15]4[CH:21]=[CH:20][NH:19][C:16]4=[N:17][CH:18]=3)[CH:9]=[C:8]([C:22]([O:24]C)=[O:23])[C:7]=2[C:6]([CH3:26])=[N:5]1)([CH3:3])[CH3:2].BrC1C=C(C(OC)=O)C2C(C=O)=NNC=2C=1.O[Li].O>>[CH:1]([N:4]1[C:12]2[CH:11]=[C:10]([C:13]3[CH:14]=[C:15]4[CH:21]=[CH:20][NH:19][C:16]4=[N:17][CH:18]=3)[CH:9]=[C:8]([C:22]([OH:24])=[O:23])[C:7]=2[C:6]([CH3:26])=[N:5]1)([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 168937Lithium hydroxide, monohydrateHCID 67467381Methyl 1-isopropyl-3-methyl-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-indazole-4-carboxylateHCID 178497028HCID 178497028, compound

Product 1

HCID 674684941-isopropyl-3-methyl-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-indazole-4-carboxylic acid

Procedure

The title compound was prepared from methyl 1-isopropyl-3-methyl-6-(1H-pyrrolo[2,3-b]pyridin-5-yl)-1H-indazole-4-carboxylate, 1 (50 mg, 0.14 mmol) and LiOH.H2O (20 mg, 0.43 mmol) in the same manner as described for example 80 (step b). The product was collected as an off-white solid (60 mg) and used in the next step without any further purification. LCMS (ES+) m/z: 335.15.

Workup

  1. customThe product was collected as an off-white solid (60 mg)
  2. customused in the next step without any further purification

Sources & evidence

ORD record
ord-29987fb4e863475b8c0d043ac4d51901
Source dataset
uspto-grants-2014_09
Patent number
US08846935B2

Reaction notes

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