HCID 59493249, compound → HCID 42613828, compound

HRID 1893167Notes

Reaction equation

HRID 1893167 reaction equation
C([O:3][C:4](=[O:37])[CH:5]([O:34][CH2:35][CH3:36])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[C:18]([N:20]3[CH2:25][CH2:24][N:23]([CH2:26][C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:22][CH2:21]3)[N:17]=[C:16]([NH2:33])[N:15]=2)=[CH:9][CH:8]=1)C>O1CCCC1.O.[K]>[NH2:33][C:16]1[N:15]=[C:14]([O:13][C:10]2[CH:11]=[CH:12][C:7]([CH2:6][CH:5]([O:34][CH2:35][CH3:36])[C:4]([OH:37])=[O:3])=[CH:8][CH:9]=2)[CH:19]=[C:18]([N:20]2[CH2:25][CH2:24][N:23]([CH2:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:22][CH2:21]2)[N:17]=1

Participants

4

Reactant 1

HCID 59493249HCID 59493249, compound

Product 1

HCID 42613828HCID 42613828, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 5347118072414-64-3Solvent

Procedure

rac-3-{4-[2-Amino-6-(4-benzyl-piperazin-1-yl)-pyrimidin-4-yloxy]-phenyl}-2-ethoxy-propionic acid ethyl ester was dissolved in tetrahydrofuran (THF)/alcohol solvent in the presence of an excess of aqueous potassium hydrate, the reaction is allowed to proceed for about 20 h. After most of the solve was removed in vacuo, the aqueous solution was acidified to pH 6, the white product was precipitated, then filtered through celite, rac-3-{4-[2-Amino-6-(4-benzyl-piperazin-1-yl)-pyrimidin-4-yloxy]-phenyl}-2-ethoxy-propionic acid (95%) was collected.

Workup

  1. customAfter most of the solve was removed in vacuo
  2. customthe white product was precipitated
  3. filtrationfiltered through celite, rac-3-{4-[2-Amino-6-(4-benzyl-piperazin-1-yl)-pyrimidin-4-yloxy]-phenyl}-2-ethoxy-propionic acid (95%)
  4. customwas collected

Sources & evidence

ORD record
ord-119a4c87c1d64bc2906164ecbafa9d9d
Source dataset
uspto-grants-2013_08
Patent number
US08513233B2

Reaction notes

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