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

HRID 511489Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 511489
[OH:1][CH:2]1[CH:6]([OH:7])[CH2:5][CH:4]([C:8]2[CH:9]=[CH:10][C:11]([NH:19]C(=O)OC(C)(C)C)=[C:12]3[C:16]=2[CH2:15][N:14]([CH3:17])[C:13]3=[O:18])[CH2:3]1.[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].[NH2:19][C:11]1[CH:10]=[CH:9][C:8]([CH:4]2[CH2:3][CH:2]([OH:1])[CH:6]([OH:7])[CH2:5]2)=[C:16]2[C:12]=1[C:13](=[O:18])[N:14]([CH3:17])[CH2:15]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-b8c0fececcb94206a2c40835b157621b
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096624B2

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