Hydrogen chloride-ethyl acetate → HCID 118024061, compound

HRID 2171788Notes

Reaction equation

HRID 2171788 reaction equation
[CH3:1][C:2]1([CH3:34])[CH2:7][CH2:6][CH:5]([C:8]2[S:33][C:11]3[N:12]=[C:13]([CH3:32])[N:14]=[C:15]([CH2:16][N:17]4[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][C:18]4([CH3:31])[CH3:30])[C:10]=3[CH:9]=2)[CH2:4][CH2:3]1.Cl.CCOC(C)=O>O1CCOCC1>[CH3:1][C:2]1([CH3:34])[CH2:7][CH2:6][CH:5]([C:8]2[S:33][C:11]3[N:12]=[C:13]([CH3:32])[N:14]=[C:15]([CH2:16][N:17]4[CH2:22][CH2:21][NH:20][CH2:19][C:18]4([CH3:30])[CH3:31])[C:10]=3[CH:9]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 118023913HCID 118023913, compound

Product 1

HCID 118024061HCID 118024061, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl 4-{[6-(4,4-dimethylcyclohexyl)-2-methylthieno[2,3-d]pyrimidin-4-yl]methyl}-3,3-dimethylpiperazine-1-carboxylate (645 mg) and dioxane (6.45 mL) was added 4 M HCl/EtOAc (1.66 mL), followed by stirring at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. To the residue was added EtOAc, followed by stirring. The precipitate was filtered and dried under reduced pressure to obtain 6-(4,4-dimethylcyclohexyl)-4-[(2,2-dimethylpiperazin-1-yl)methyl]-2-methylthieno[2,3-d]pyrimidine (422 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was added EtOAc
  3. stirringby stirring
  4. filtrationThe precipitate was filtered
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-d0904d114cf9451cac576a594cddfefc
Source dataset
uspto-grants-2015_06
Patent number
US09051339B2

Reaction notes

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