Lithium Hydroxide → 2-(4-((2-Amino-4-(butylamino)-6-methylpyrimidin-5-yl)methyl)-3-hydroxyphenyl)acetic acid

HRID 2387880Notes

Reaction equation

HRID 2387880 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:5]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]([O:23]C)=[O:22])=[CH:16][C:15]=2[OH:25])=[C:4]([CH3:26])[N:3]=1.[Li+].[OH-]>C1COCC1.O>[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:5]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]([OH:23])=[O:22])=[CH:16][C:15]=2[OH:25])=[C:4]([CH3:26])[N:3]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 42613680Methyl 2-(4-((2-amino-4-(butylamino)-6-methylpyrimidin-5-yl)methyl)-3-hydroxyphenyl)acetate

Product 1

HCID 684141362-(4-((2-Amino-4-(butylamino)-6-methylpyrimidin-5-yl)methyl)-3-hydroxyphenyl)acetic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To the product of example 77 (100 mg) in THF (5 mL), LiOH (35.1 mg) in water (5 mL) was added and stirred for 16 h at rt. The solvent was evaporated, the residue redissolved in water and AcOH was added. The precipitate was filtered and dried to give the subtitle compound as a white solid, 50 mg.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue redissolved in water
  3. additionAcOH was added
  4. filtrationThe precipitate was filtered
  5. customdried

Sources & evidence

ORD record
ord-432c203db9ca48eaab0e960d5acb7493
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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