Lithium Hydroxide → HCID 69217841, Verbindung

HRID 272767

Reaktionsgleichung

Reaktionsgleichung von HRID 272767
ClCC1C=CC(OC(=O)C)=CC=1.C(Br)C1C=CC=CC=1.[I:21][C:22]1[C:30]2[C:25](=[CH:26][N:27]=[CH:28][CH:29]=2)[N:24]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([O:38][C:39](=[O:41])[CH3:40])=[CH:34][CH:33]=2)[CH:23]=1.[Li+].[OH-]>C1COCC1.O>[I:21][C:22]1[C:30]2[C:25](=[CH:26][N:27]=[CH:28][CH:29]=2)[N:24]([CH2:31][C:32]2[CH:33]=[CH:34][C:35]([O:38][C:39](=[O:41])[CH3:40])=[CH:36][CH:37]=2)[CH:23]=1.[I:21][C:22]1[C:30]2[C:25](=[CH:26][N:27]=[CH:28][CH:29]=2)[N:24]([CH2:31][C:32]2[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=2)[CH:23]=1

Komponenten

8

Edukt 4

HCID 3939Lithium HydroxideHCID 7498Benzyl BromideHCID 1483124-(Chloromethyl)phenyl acetateHCID 69217841HCID 69217841, Verbindung

Produkt 2

HCID 69217841HCID 69217841, VerbindungHCID 69218722HCID 69218722, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Acetic acid 4-(3-iodo-pyrrolo[2,3-c]pyridin-1-ylmethyl)-phenyl ester was prepared by substituting acetic acid 4-chloromethyl-phenyl ester and Example 717A for benzyl bromide and Example 695J, respectively, in Example 696A. Acetic acid 4-(3-iodo-pyrrolo[2,3-c]pyridin-1-ylmethyl)-phenyl ester was then slurried in a mixture of THF and water, and treated with LiOH to provide the desired product. MS (ESI) m/e 351 (M+H)+, 1H NMR (300 MHz, DMSO-d6): □ 9.44 (s, 1H), 8.87 (s, 1H), 8.20 (d, J=5.43 Hz, 1H), 7.93 (s, 1H), 7.24 (dd, J=5.43, 1.02 Hz, 1H), 7.18 (d, J=8.48 Hz, 2H), 6.68-6.72 (m, 2H), 5.40 (s, 2H).

Quellen und Nachweise

ORD-Eintrag
ord-6884e84bb4924fb297cbb938dafc6d1d
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07456169B2

Verknüpfte Notizen

Wird geladen…