HCID 12175809, compound → HCID 71008561, compound

HRID 2038195Notes

Reaction equation

HRID 2038195 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)[CH3:8].[CH3:15][N:16]([CH3:25])[C:17]1[CH:22]=[C:21](F)[N:20]=[C:19](F)[CH:18]=1>>[CH3:15][N:16]([CH3:25])[C:17]1[CH:22]=[C:21]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH3:8])[N:20]=[C:19]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH3:8])[CH:18]=1

Participants

3

Reactant 2

HCID 12175809HCID 12175809, compoundHCID 14762641HCID 14762641, compound

Product 1

HCID 71008561HCID 71008561, compoundYield 61%

Procedure

NMe2PY5Me2 was synthesized in a similar manner as that of CF3PY5Me2, using 1,1-bis(2-pyridyl)ethane and 4-dimethylamino-2,6-difluoropyridine as the precursors, and purified on a silica column eluted with CH2Cl2:MeOH:triethytamine (20:1:0.1). Yield: 61%. 1H NMR (CDCl3, 400 MHz): □ =8.44 (dd, J=4.81, 0.98 Hz, 4H), 7.28 (dt, J=7.86, 7.80, 1.89 Hz, 4H), 6.95 (ddd, J=7.41, 4.85, 0.98 Hz, 4H), 6.76 (d, J=8.05 Hz, 4H), 6.31 (s, 2H), 2.80 (s, 6H), 2.13 (s, 6H). Anal. Calcd. for C31H30N6: C, 76.52%; H, 6.21%; N, 17.27%. Found: C, 76.22%; H, 6.46%; N, 17.15%. LMS (M+) m/z calcd for [NMe2PY5Me2+H]+, 487.2610, found, 487.3.

Workup

  1. customNMe2PY5Me2 was synthesized in a similar manner as that of CF3PY5Me2
  2. custompurified on a silica column
  3. washeluted with CH2Cl2

Sources & evidence

ORD record
ord-94b02b42b7ee496ab86f897ac7013afe
Source dataset
uspto-grants-2013_11
Patent number
US08575345B2

Reaction notes

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