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

HRID 1925290Notes

Reaction equation

HRID 1925290 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 3h. 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-756f5f6919d4482c982d9bb85dc6f0a0
Source dataset
uspto-grants-2012_05
Patent number
US08178557B2

Reaction notes

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