Lithium Hydroxide → HCID 66733230, compound

HRID 2047037Notes

Reaction equation

HRID 2047037 reaction equation
[C:1]([C:4]1[C:5]([C:26]2[CH:35]=[CH:34][C:29]([C:30]([O:32]C)=[O:31])=[CH:28][CH:27]=2)=[N:6][C:7]2[N:8]([N:11]=[CH:12][C:13]=2[C:14]2[CH:15]=[N:16][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:18][CH:19]=2)[C:9]=1[NH2:10])(=[O:3])[CH3:2].[Li+].[OH-]>>[C:1]([C:4]1[C:5]([C:26]2[CH:27]=[CH:28][C:29]([C:30]([OH:32])=[O:31])=[CH:34][CH:35]=2)=[N:6][C:7]2[N:8]([N:11]=[CH:12][C:13]=2[C:14]2[CH:15]=[N:16][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:18][CH:19]=2)[C:9]=1[NH2:10])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 66740249Methyl 4-(6-acetyl-7-amino-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzoate

Product 1

HCID 66733230HCID 66733230, compound

Procedure

Compound methyl 4-(6-acetyl-7-amino-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzoate was treated with 2 equivalents of LiOH and stirred at room temperature for 4 hrs. Neutralization with dil.HCl and extraction in to organic layer, gave the product, 4-(6-acetyl-7-amino-3-(6-phenylpyridin-3-yl)pyrazolo[1,5-a]pyrimidin-5-yl)benzoic acid in quantitative yield. The compound dissolved in to water-acetonitrile and lyophilized to give a white powder. HPLC-MS tR=1.49 min (UV254 nm); mass calculated for formula C26H19N5O3 449.1, observed LCMS m/z 450.2 (M+H).

Workup

  1. extractionHCl and extraction in to organic layer

Sources & evidence

ORD record
ord-5f863db03140478f8b1b2c912039dabc
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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