Diisopropylethylamine → HCID 66618085, Verbindung

HRID 222157

Reaktionsgleichung

C(S([C:11]1[C:12]2[CH:19]=[CH:18][N:17]([C@H:20]3[CH2:36][C@@H:23]4[O:24][CH:25]([C:28]5[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=5)[O:26][CH2:27][C@@H:22]4[CH2:21]3)[C:13]=2[N:14]=[CH:15][N:16]=1)(=O)=O)C1C=CC=CC=1.[NH2:37][C@H:38]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH2:40][CH2:39]1.CCN(C(C)C)C(C)C>C(O)C>[C@H:38]1([NH:37][C:11]2[C:12]3[CH:19]=[CH:18][N:17]([C@H:20]4[CH2:36][C@@H:23]5[O:24][CH:25]([C:28]6[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=6)[O:26][CH2:27][C@@H:22]5[CH2:21]4)[C:13]=3[N:14]=[CH:15][N:16]=2)[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH2:40][CH2:39]1

Komponenten

Reaktionsbedingungen

Temperatur: 110 °C

Versuchsvorschrift

In a 0.5-2 mL microwave vial, 4-(benzylsulfonyl)-7-[(4aS,6R,7aS)-2-(4-methoxyphenyl)hexahydrocyclopenta[d][1,3]dioxin-6-yl]-7H-pyrrolo[2,3-d]pyrimidine (100 mg, 0.198 mmol), (R)-(−)-1-aminoindan (0.127 mL, 0.989 mmol), and DIPEA (0.172 mL, 0.989 mol) were dissolved in ethanol (1.22 mL). The vial was sealed and heated to 110° C. overnight. The solution was then concentrated in vacuo and the resulting material was purified via silica gel chromatography eluting with a gradient of 20 to 50% EtOAc in hexanes to afford the product as an orange oil (70.0 mg, 73%). LC/MS: Rt=1.42 min, ES+ 483 (FA standard).

Aufarbeitung

customThe vial was sealed
concentrationThe solution was then concentrated in vacuo
customthe resulting material was purified via silica gel chromatography
washeluting with a gradient of 20 to 50% EtOAc in hexanes

Quellen und Nachweise

ORD-Eintrag: ord-b7523829933d4a34b95a71ab1911690c
Quelldatensatz: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08207177B2

Verknüpfte Notizen

Wird geladen…