Hydrochloric Acid → HCID 59200469, Verbindung

HRID 1685357Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1685357
[F:1][C:2]1[C:3]([C:24]([O:26]C)=[O:25])=[N:4][CH:5]=[CH:6][C:7]=1[S:8][C:9]1[S:13][C:12]([NH:14][C:15]2[C:20]3[CH:21]=[CH:22][S:23][C:19]=3[CH:18]=[CH:17][N:16]=2)=[N:11][CH:10]=1.[OH-].[Na+].Cl>O>[F:1][C:2]1[C:3]([C:24]([OH:26])=[O:25])=[N:4][CH:5]=[CH:6][C:7]=1[S:8][C:9]1[S:13][C:12]([NH:14][C:15]2[C:20]3[CH:21]=[CH:22][S:23][C:19]=3[CH:18]=[CH:17][N:16]=2)=[N:11][CH:10]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59200415HCID 59200415, Verbindung

Produkt 1

HCID 59200469HCID 59200469, VerbindungAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of methyl 3-fluoro-4-(2-(thieno[3,2-c]pyridin-4-ylamino)thiazol-5-ylthio)picolinate (3.13 g, 7.48 mmol) was treated with aqueous sodium hydroxide (1N, 12 mL, 12.0 mmol) and was stirred at room temperature for 2 hours. The reaction was then acidified to pH ˜6 with 10% aqueous HCl and then poured into water (300 mL) and allowed to sit overnight for complete precipitation. The solid was collected by filtration, washed with water and air dried to give the title material (1.86 g, 62%). 1H NMR (400 MHz, DMSO-d6) δ ppm: 12.24 (1H, s), 8.22 (1H, d, J=5.56 Hz), 8.18 (1H, d, J=5.05 Hz), 8.15 (1H, d, J=5.81 Hz), 7.90 (1H, s), 7.87 (1H, d, J=5.56 Hz), 7.69 (1H, d, J=5.56 Hz), 6.94 (1H, t, J=5.31 Hz). LC/MS (M+H)+: 405. HPLC ret. time (Condition I): 1.28 min.

Aufarbeitung

  1. customto sit overnight for complete precipitation
  2. filtrationThe solid was collected by filtration
  3. washwashed with water and air
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-43388e777b0a42fd89ed01ac40b3dc59
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148400B2

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