HCID 70663649, compound → HCID 70663213, compound

HRID 878233Notes

Reaction equation

HRID 878233 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[N:14]([CH2:22][C:23]2([CH3:27])[CH2:26][O:25][CH2:24]2)C(=O)OC(C)(C)C)=[C:4]([O:28][CH3:29])[CH:3]=1>FC(F)(F)CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][C:9]=2[NH:14][CH2:22][C:23]2([CH3:27])[CH2:26][O:25][CH2:24]2)=[C:4]([O:28][CH3:29])[CH:3]=1

Participants

3

Reactant 1

HCID 70663649HCID 70663649, compound

Product 1

HCID 70663213HCID 70663213, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 64092,2,2-TrifluoroethanolSolvent

Procedure

A solution of tert-butyl 4-(4-fluoro-2-methoxyphenyl)pyridin-3-yl((3-methyloxetan-3-yl)methyl)carbamate (0.3 g, 745 μmol) in 2,2,2-trifluorethanol (3.0 mL) was stirred in a microwave oven at 150° C. for 2 hours. The compound was purified by silica gel chromatography on a 10 g column using an MPLC (ISCO) system eluting with a gradient of n-heptane:EtOAc (100:0 to 0:100) to give the desired compound as a light brown oil (0.111 g; 49%). MS (ESI): m/z=303.1 [M+H]+.

Workup

  1. customThe compound was purified by silica gel chromatography on a 10 g column
  2. washeluting with a gradient of n-heptane:EtOAc (100:0 to 0:100)

Sources & evidence

ORD record
ord-a76ccfea99d947cba11705e43bcde4d4
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

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