4-Iodophenol → (S)-3-(3,6-dihydro-2H-pyran-4-yl)-7-(5-(prop-1-ynyl)pyridin-3-yl)-5'H-spiro[chromeno[2,3-b]pyridine-5,4'-oxazol]-2'-amine

HRID 336006Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 336006
Br[C:2]1[CH:3]=[C:4]2[C@:15]3([CH2:19][O:18][C:17]([NH2:20])=[N:16]3)[C:14]3[C:9](=[CH:10][CH:11]=[C:12](I)[CH:13]=3)[O:8][C:5]2=[N:6][CH:7]=1.I[C:23]1[CH:28]=C[C:26]([OH:29])=[CH:25][CH:24]=1.[C:30]([C:33]1[CH:34]=[C:35](B(O)O)[CH:36]=[N:37][CH:38]=1)#[C:31][CH3:32].O1CC=C(B2OC(C)(C)C(C)(C)O2)CC1>>[O:29]1[CH2:28][CH:23]=[C:24]([C:2]2[CH:3]=[C:4]3[C@:15]4([CH2:19][O:18][C:17]([NH2:20])=[N:16]4)[C:14]4[C:9](=[CH:10][CH:11]=[C:12]([C:35]5[CH:36]=[N:37][CH:38]=[C:33]([C:30]#[C:31][CH3:32])[CH:34]=5)[CH:13]=4)[O:8][C:5]3=[N:6][CH:7]=2)[CH2:25][CH2:26]1

Komponenten

5

Edukt 4

HCID 108944-IodophenolHCID 112180533,6-Dihydro-2H-pyran-4-boronic acid pinacol esterHCID 574164825-(1-Propynyl)pyridine-3-boronic Acid (contains varying amounts of Anhydride)HCID 58466209(S)-3-bromo-7-iodo-5'H-spiro[chromeno[2,3-b]pyridine-5,4'-oxazol]-2'-amine

Produkt 1

HCID 53464259(S)-3-(3,6-dihydro-2H-pyran-4-yl)-7-(5-(prop-1-ynyl)pyridin-3-yl)-5'H-spiro[chromeno[2,3-b]pyridine-5,4'-oxazol]-2'-amine

Versuchsvorschrift

The titled compound was synthesized by steps analogous to those described in method AA1 above, but using (S)-3-bromo-7-iodo-5′H-spiro[chromeno[2,3-b]pyridine-5,4′-oxazol]-2′-amine (prepared using the same procedures as described in Method CC6 but using 4-iodophenol), 5-(prop-1-ynyl)pyridin-3-ylboronic acid, and 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Aufarbeitung

  1. customprepared

Quellen und Nachweise

ORD-Eintrag
ord-d62f79dac86d4a3898d4d509a4dcb22b
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883782B2

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