(R)-tert-butyl 3-(4-amino-5-(4-phenoxyphenyl)-6-(prop-1-en-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate → (R)-tert-butyl 3-(4-amino-6-isopropyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate

HRID 2175663Notizen

Reaktionsgleichung

[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:13][CH:12]=3)=[C:9]([C:24]([CH3:26])=[CH2:25])[N:8]([C@@H:27]3[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:28]3)[C:4]=2[N:5]=[CH:6][N:7]=1>[Pd]>[NH2:1][C:2]1[C:3]2[C:10]([C:11]3[CH:16]=[CH:15][C:14]([O:17][C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)=[CH:13][CH:12]=3)=[C:9]([CH:24]([CH3:26])[CH3:25])[N:8]([C@@H:27]3[CH2:31][CH2:30][N:29]([C:32]([O:34][C:35]([CH3:37])([CH3:36])[CH3:38])=[O:33])[CH2:28]3)[C:4]=2[N:5]=[CH:6][N:7]=1

Komponenten

Reaktionsbedingungen

Temperatur: 65 °C

Versuchsvorschrift

A mixture of (R)-tert-butyl 3-(4-amino-5-(4-phenoxyphenyl)-6-(prop-1-en-2-yl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (116) (218 mg, 0.43 mmol) and 10% Pd/C (200 mg) was purged with H2 before heated at 65° C. overnight. The reaction was monitored by LCMS until all starting material converted to the product. After cooled down to r.t., the reaction mixture was filtered through celite pad and concentrate under reduced pressure to afford (R)-tert-butyl 3-(4-amino-6-isopropyl-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)pyrrolidine-1-carboxylate (117) as a yellow solid. LC-MS (ESI): m/z (M+1) 514.1

Aufarbeitung

customwas purged with H2
temperatureAfter cooled down to r.t.
filtrationthe reaction mixture was filtered through celite pad
concentrationconcentrate under reduced pressure

Quellen und Nachweise

ORD-Eintrag: ord-b4bc1d7a9a2d444c850af056ab599490
Quelldatensatz: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09062058B2

Notizen zur Reaktion

Wird geladen…