Ammonium Hydroxide → 6-(2-Amino-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid

HRID 2115796Notes

Reaction equation

HRID 2115796 reaction equation
F[C:2]1[N:7]=[C:6]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15]([C:19]([OH:21])=[O:20])=[CH:14][CH:13]=[CH:12]3)[CH:5]=[CH:4][N:3]=1.[NH4+:22].[OH-]>>[NH2:22][C:2]1[N:7]=[C:6]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15]([C:19]([OH:21])=[O:20])=[CH:14][CH:13]=[CH:12]3)[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 675205426-(2-Fluoropyrimidin-4-yloxy)-1-naphthoic acid

Product 1

HCID 574551596-(2-Amino-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid

Procedure

6-(2-Fluoropyrimidin-4-yloxy)-1-naphthoic acid (1.2 g, 4.2 mmol) was dissolved in NH4OH (37% water, 20 mL) and stirred at RT for 3 h. Solvent was evaporated. A little bit of MeOH was added to the slurry followed by ether until the compound crashed out. Solid was filtered.

Workup

  1. customSolvent was evaporated
  2. additionA little bit of MeOH was added to the slurry
  3. filtrationSolid was filtered

Sources & evidence

ORD record
ord-cb5e8d9843624fcda3b764fdb9c3bd5f
Source dataset
uspto-grants-2008_10
Patent number
US07435823B2

Reaction notes

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