Hydrochloric Acid → 3-Fluoro-4-(6-(1-phenylcyclopropyl)benzo[d]thiazol-2-yl)benzaldehyde

HRID 1177445Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1177445
[O:1]1CCCO[CH:2]1[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[S:14][C:15]3[CH:21]=[C:20]([C:22]4([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)[CH2:24][CH2:23]4)[CH:19]=[CH:18][C:16]=3[N:17]=2)=[C:9]([F:31])[CH:8]=1.Cl>C1COCC1>[F:31][C:9]1[CH:8]=[C:7]([CH:12]=[CH:11][C:10]=1[C:13]1[S:14][C:15]2[CH:21]=[C:20]([C:22]3([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH2:23][CH2:24]3)[CH:19]=[CH:18][C:16]=2[N:17]=1)[CH:2]=[O:1]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 671117192-(4-(1,3-Dioxan-2-yl)-2-fluorophenyl)-6-(1-phenylcyclopropyl)-benzo[d]thiazole

Produkt 1

HCID 866387103-Fluoro-4-(6-(1-phenylcyclopropyl)benzo[d]thiazol-2-yl)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-6-(1-phenylcyclopropyl)-benzo[d]thiazole (0.061 g, 0.14 mmol) and 5N HCl (3.50 mL, 0.14 mmol) in THF (7.0 mL) was heated to 70° C. for 3 h. The reaction was cooled and concentrated in vacuo, placed in an ice bath, and basified with 5 N aq. NaOH. The solid was collected by filtration, rinsed with water and MeOH, and was dried in vacuo to afford 3-fluoro-4-(6-(1-phenylcyclopropyl)-benzo[d]thiazol-2-yl)benzaldehyde. MS (ESI) m/z: Calculated: 373.1; Observed: 374.0 (M++1).

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated in vacuo
  3. customplaced in an ice bath
  4. filtrationThe solid was collected by filtration
  5. washrinsed with water and MeOH
  6. customwas dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7d7204a4a14d44f9bc45c82c9b37cabb
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842685B2

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