Hydrochloric Acid → 3-(2-Methyl-pyrimidin-5-yl)-10-(pyrimidin-2-ylamino)-decanoic acid

HRID 2120707Notes

Reaction equation

HRID 2120707 reaction equation
C([O:3][C:4](=[O:28])[CH2:5][CH:6]([C:21]1[CH:22]=[N:23][C:24]([CH3:27])=[N:25][CH:26]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]1[N:20]=[CH:19][CH:18]=[CH:17][N:16]=1)C.[OH-].[Na+].Cl>O1CCOCC1>[CH3:27][C:24]1[N:25]=[CH:26][C:21]([CH:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][NH:14][C:15]2[N:16]=[CH:17][CH:18]=[CH:19][N:20]=2)[CH2:5][C:4]([OH:28])=[O:3])=[CH:22][N:23]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 206224843-(2-Methyl-pyrimidin-5-yl)-10-(pyrimidin-2-ylamino)-decanoic acid ethyl ester

Product 1

HCID 234355223-(2-Methyl-pyrimidin-5-yl)-10-(pyrimidin-2-ylamino)-decanoic acidYield 57.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 24-8 (170 mg, 0.441 mmol) in 1,4-dioxane (2 mL) was treated with 1M aqueous NaOH (1.50 mL) at room temperature (90 min). The reaction was neutralized with 1M aqueous HCl (1.50 mL) and the solvents were removed in vacuo. PCTLC (SiO2, 2 mm, 10% MeOH; 25% EtOAc, 65% CHCl3) afforded 24-9 (90 mg).

Workup

  1. customthe solvents were removed in vacuo

Sources & evidence

ORD record
ord-b69c956a6f6a43edadd8ac83724ac8be
Source dataset
uspto-grants-2004_02
Patent number
US06693101B2

Reaction notes

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