1-Heptyne → HCID 25221836, compound

HRID 1967189Notes

Reaction equation

HRID 1967189 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([F:10])([F:9])[F:8])=[CH:5][C:4](OS(C2C=CC(C)=CC=2)(=O)=O)=[N:3]1.[CH:22]#[C:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>CCCCCCC.C(Cl)Cl>[C:22]([C:4]1[CH:5]=[C:6]([C:7]([F:8])([F:9])[F:10])[N:2]([CH3:1])[N:3]=1)#[C:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Participants

4

Reactant 2

HCID 123501-HeptyneHCID 44543018HCID 44543018, compound

Product 1

HCID 25221836HCID 25221836, compound

Reagents, catalysts & solvents 1

HCID 21907733Dichloromethane heptaneSolvent

Procedure

This product was prepared from toluene-4-sulfonic acid 1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl ester and 1-heptyne following the general procedure for the Sonogashira cross-coupling reaction described above. Chromatography eluent: heptane/DCM 7:3; yield (100 mg, 82%); 1H NMR δ (CDCl3): 6.63 (s, 1H), 3.95 (s, 3H), 2.38 (t, J=7.34 Hz, 2H), 1.64-1.56 (m, 2H), 1.46-1.28 (m, 4H), 0.90 (t, J=7.36 Hz, 3H); LCMS m/z: 244.

Workup

  1. customfor the Sonogashira cross-coupling reaction
  2. customyield (100 mg, 82%)

Sources & evidence

ORD record
ord-cfbc3c0fa0384070b3fb067bf5ff9e61
Source dataset
uspto-grants-2013_04
Patent number
US08420812B2

Reaction notes

Loading…