Ammonium formate → HCID 86749592, compound

HRID 1733903Notes

Reaction equation

HRID 1733903 reaction equation
C([N:8]1[CH2:17][CH2:16][C@H:15]2[C@@H:10]([CH2:11][CH2:12][C:13]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)([OH:18])[CH2:14]2)[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>[Pd].CO>[F:25][C:22]1[CH:21]=[CH:20][C:19]([C:13]2([OH:18])[CH2:12][CH2:11][C@@H:10]3[C@H:15]([CH2:16][CH2:17][NH:8][CH2:9]3)[CH2:14]2)=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 66694748HCID 66694748, compound

Product 1

HCID 86749592HCID 86749592, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Following the general procedure described in Example 9, Part A, the product of Example 18 (1.0 g, 2.9 mmol), 10% palladium on charcoal (1.0 g), and ammonium formate (2 g) were reacted in methanol (75 mL) to afford the product, a white solid (0.6 g): mp 174°-175° C.; NMR (CDCl3, 300 MHz): 7.5-7.4 (m, 2H), 7.1-6.9 (m, 2H), 3.2-3.0 (m, 2H), 2.8-2.6 (m, 1H), 2.4-2.3 (m, 1H), 2.0-1.0 (m, 25H); MS:249; Anal. Calcd for C15H20FNO.3H2O:C, 70.73, H, 8.23, N, 5.50, F, 7.45; Found: C, 70.82, 70.89, H, 8.10, 8.04, N, 5.14, 5.20, F, 7.08, 6.92.

Workup

  1. customto afford the product

Sources & evidence

ORD record
ord-0642160875264ac6909c498d93780051
Source dataset
uspto-grants-1996_07
Patent number
US05532243

Reaction notes

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