Sodium Sulfate → HCID 11219349, Verbindung

HRID 2214966Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2214966
[NH2:1][C@H:2]1[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][C@H:3]1[F:15].[O-]S([O-])(=O)=O.[Na+].[Na+].[N:23]1[C:31]2[C:26](=[N:27][CH:28]=[C:29]([CH:32]=O)[CH:30]=2)[S:25][N:24]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl.CCO>[F:15][C@@H:3]1[C@H:2]([NH:1][CH2:32][C:29]2[CH:30]=[C:31]3[N:23]=[N:24][S:25][C:26]3=[N:27][CH:28]=2)[CH2:7][CH2:6][NH:5][CH2:4]1

Komponenten

7

Edukt 4

HCID 24436Sodium SulfateHCID 5049666Sodium triacetoxyborohydrideHCID 112644351,1-Dimethylethyl (3R,4S)-4-amino-3-fluoro-1-piperidinecarboxylateHCID 11355675[1,2,3]Thiadiazolo[5,4-b]pyridine-6-carbaldehyde

Produkt 1

HCID 11219349HCID 11219349, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of cis-4-amino-1-tert-butoxycarbonyl-3-fluoropiperidine (1a) (1.00 mmole) in CH2Cl2 (5 mL) and EtOH (0.5 mL) is treated with anhydrous Na2SO4 (280 mg) and [1,2,3]thiadiazolo[5,4-b]pyridine-6-carboxaldehyde (1b) (1.10 mmole). The resulting solution is stirred at room temperature, then sodium triacetoxy borohydride (320 mg, 1.50 mmole) is added. The mixture is quenched by the addition of water (2 mL) and the volatiles removed in vacuo. Purification gives the desired compound.

Aufarbeitung

  1. customThe mixture is quenched by the addition of water (2 mL)
  2. customthe volatiles removed in vacuo
  3. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-88034d44eb614e7f9ae9cd02985f40b3
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109213B2

Notizen zur Reaktion

Wird geladen…