Trifluoroacetic acid → 7-amino-4-(3,4-dihydroxycyclopentyl)-2-methyl-2,3-dihydro-1H-isoindol-1-one trifluoroacetate

HRID 1948058Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1948058
C(OC(=O)[NH:7][C:8]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:21][CH:20]([OH:22])[CH:19]([OH:23])[CH2:18]2)=[C:13]2[C:9]=1[C:10](=[O:25])[N:11]([CH3:24])[CH2:12]2)(C)(C)C.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]>C(Cl)Cl>[F:30][C:29]([F:32])([F:31])[C:27]([OH:33])=[O:28].[NH2:7][C:8]1[CH:16]=[CH:15][C:14]([CH:17]2[CH2:18][CH:19]([OH:23])[CH:20]([OH:22])[CH2:21]2)=[C:13]2[C:9]=1[C:10](=[O:25])[N:11]([CH3:24])[CH2:12]2

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86695307tert-butyl[7-(3,4-dihydroxycyclopentyl)-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl]carbamate2×

Produkt 1

HCID 672550847-amino-4-(3,4-dihydroxycyclopentyl)-2-methyl-2,3-dihydro-1H-isoindol-1-one trifluoroacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl[7-(3,4-dihydroxycyclopentyl)-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl]carbamate (Compound 243B, 36 mg, 0.099 mmol) in DCM (2 mL) was added TFA (1 mL). The resulting mixture was stirred at rt for 30 min, then evaporated under reduced pressure to give the desired product. This TFA salt was directly used in next step. MS (ES+): m/z=263.09 [MH+]. HPLC: tR=0.78 min (ZQ3, polar—5 min).

Aufarbeitung

  1. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5b0a2c0bbd434238b99137d96c56988d
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399433B2

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