Hydrochloric Acid → 1000210-63-8

HRID 1672370Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1672370
[NH2:1][CH2:2][CH2:3][S:4]([C:7]1[CH:16]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)[CH:14]=[C:13]2[C:8]=1[CH:9]=[CH:10][N:11]=[CH:12]2)(=[O:6])=[O:5].[ClH:24].C([Cl:28])(=O)C.C(OCC)(=O)C>CO>[ClH:28].[ClH:24].[NH2:1][CH2:2][CH2:3][S:4]([C:7]1[CH:16]=[C:15]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)[CH:14]=[C:13]2[C:8]=1[CH:9]=[CH:10][N:11]=[CH:12]2)(=[O:5])=[O:6]

Komponenten

6

Edukt 4

HCID 313Hydrochloric Acid2×HCID 6367Acetyl chlorideHCID 8857Ethyl AcetateHCID 236358031000210-64-92×

Produkt 1

HCID 236584011000210-63-8Ausbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel5×

Versuchsvorschrift

Slurry 4-[5-(2-Amino-ethanesulfonyl)-isoquinolin-7-yl]-phenol (16.57 g, 50.45 mmol) in methanol (500 mL). Separately, prepare a solution of HCl in methanol by adding acetyl chloride (12.60 mL, 177.05 mmol) to methanol (165 mL). Add the solution of HCl in methanol dropwise at room temperature over 30 min to the slurry of 4-[5-(2-Amino-ethanesulfonyl)-isoquinolin-7-yl]-phenol in methanol. Stir for 30 min, then add ethyl acetate (600 mL) dropwise over 1 hour. Stir for 30 min, then filter the solids and wash with ethyl acetate (2×100 mL). Dry solids in vacuo at 50° C., then further dry in vacuo at room temperature with slow administration of nitrogen to afford the title compound (18.3 g, 90%). Mass spectrum (LCMS) m/z=329.0 (M+H+).

Aufarbeitung

  1. stirringStir for 30 min
  2. filtrationfilter the solids
  3. washwash with ethyl acetate (2×100 mL)
  4. customDry solids in vacuo at 50° C.
  5. customfurther dry in vacuo at room temperature with slow administration of nitrogen

Quellen und Nachweise

ORD-Eintrag
ord-8ad65a14ecf740f09783b658308b0d1b
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07998977B2

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