Dioxane Methanol → HCID 118294342, compound

HRID 2205184Notes

Reaction equation

HRID 2205184 reaction equation
C([O:4][C@@H:5]1[C@H:9]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C@:8]([CH2:21][O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH:18]([F:20])[F:19])[O:7][C@H:6]1[N:30]1[CH:35]=[CH:34][C:33](=[O:36])[NH:32][C:31]1=[O:37])(=O)C.CO.O1CCOCC1>N>[CH2:11]([O:10][C@@H:9]1[C@:8]([CH2:21][O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH:18]([F:19])[F:20])[O:7][C@@H:6]([N:30]2[CH:35]=[CH:34][C:33](=[O:36])[NH:32][C:31]2=[O:37])[C@@H:5]1[OH:4])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 21966525Dioxane MethanolHCID 121403973HCID 121403973, compound

Product 1

HCID 118294342HCID 118294342, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 222AmmoniaSolvent

Procedure

A solution of compound 6 (0.52 g, 1 mmol) in NH3.MeOH/dioxane (6 mL/6 mL) was stirred at 20° C. After 18 h the reaction mixture was evaporated to dryness under reduced pressure. Purification by silica gel chromatography [petroleum ether:ethyl acetate (4:1 to 1.5:1)] provided 32 (0.314 g, 61%) as a white solid.

Workup

  1. customAfter 18 h the reaction mixture was evaporated to dryness under reduced pressure
  2. customPurification by silica gel chromatography [petroleum ether:ethyl acetate (4:1 to 1.5:1)]

Sources & evidence

ORD record
ord-3781c3b287544779b7b4b79742e395f2
Source dataset
uspto-grants-2016_06
Patent number
US09370569B2

Reaction notes

Loading…