3-Methoxyphenyl isocyanate → HCID 10172577, compound

HRID 1182132Notes

Reaction equation

HRID 1182132 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH:7]2[CH2:10][N:9]([CH2:11][CH2:12][CH2:13][NH2:14])[CH2:8]2)=[CH:4][CH:3]=1.[N:17]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=1)=[C:18]=[O:19]>O1CCOCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH:7]2[CH2:10][N:9]([CH2:11][CH2:12][CH2:13][NH:14][C:18]([NH:17][C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([O:26][CH3:27])[CH:21]=3)=[O:19])[CH2:8]2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 878433-Methoxyphenyl isocyanateHCID 69410452HCID 69410452, compound

Product 1

HCID 10172577HCID 10172577, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-propylamine (0.07 g, 0.31 mmol) and 1-isocyanato-3-methoxy-benzene (0.041 g, 0.31 mmol) in dioxane (15 ml) is heated to 100° C. for 3 hours. The reaction mixture is evaporated and the crude product purified by flash silica chromatography (elution with a 1:9 methanol/dichloromethane) to afford 1-{3-[3-(4-fluoro-phenoxy)-azetidin-1-yl]-propyl}-3-(3methoxy-phenyl)-urea. [MH]+ 374.0.

Workup

  1. customThe reaction mixture is evaporated
  2. customthe crude product purified by flash silica chromatography (
  3. washelution with a 1:9 methanol/dichloromethane)

Sources & evidence

ORD record
ord-dc26b5d839ef459dac615a436c189d49
Source dataset
uspto-grants-2007_10
Patent number
US07288537B2

Reaction notes

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