[3-(Isopropylhydrazono)-propyl]-carbamic acid benzyl ester → {2-[4-[1,3]Dioxolan-2-ylmethyl-5-(4-fluoro-phenyl)-1-isopropyl-1H-pyrazol-3-yl]-ethyl}-carbamic acid benzyl ester

HRID 606620Notes

Reaction equation

HRID 606620 reaction equation
[CH2:1]([O:8][C:9](=[O:19])[NH:10][CH2:11][CH2:12][CH:13]=[N:14][NH:15][CH:16]([CH3:18])[CH3:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]=[C:28]([N+]([O-])=O)[CH2:29][CH:30]2[O:34][CH2:33][CH2:32][O:31]2)=[CH:23][CH:22]=1>N1C=CC=CC=1>[CH2:1]([O:8][C:9](=[O:19])[NH:10][CH2:11][CH2:12][C:13]1[C:28]([CH2:29][CH:30]2[O:34][CH2:33][CH2:32][O:31]2)=[C:27]([C:24]2[CH:25]=[CH:26][C:21]([F:20])=[CH:22][CH:23]=2)[N:15]([CH:16]([CH3:17])[CH3:18])[N:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 67047463[3-(Isopropylhydrazono)-propyl]-carbamic acid benzyl esterHCID 67047481HCID 67047481, compound

Product 1

HCID 54754013{2-[4-[1,3]Dioxolan-2-ylmethyl-5-(4-fluoro-phenyl)-1-isopropyl-1H-pyrazol-3-yl]-ethyl}-carbamic acid benzyl ester

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of [3-(isopropyl-hydrazono)-propyl]-carbamic acid benzyl ester (0.5 g, 1.9 mmol) and 2-[3-(4-fluoro-phenyl)-2-nitro-allyl]-[1,3]dioxolane (0.48 g, 1.9 mmol) in pyridine (20 mL) was stirred at rt for 2 days. The mixture was cooled to rt, concentrated, and the residue purified by FCC to give the title compound.

Workup

  1. concentrationconcentrated
  2. customthe residue purified by FCC

Sources & evidence

ORD record
ord-0af9b5a7e03b4035946054f3eb1fb502
Source dataset
uspto-grants-2011_03
Patent number
US07915404B2

Reaction notes

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