Ethyl isocyanate → HCID 17862412, compound

HRID 644888Notes

Reaction equation

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

Participants

Reactant 2

HCID 8022Ethyl isocyanate

HCID 17862408HCID 17862408, compound

Product 1

HCID 17862412HCID 17862412, compoundYield 23%

Procedure

Reaction of 3-(3-chloro-5-trifluoromethylpyridin-2-yloxy)-5-ethylpyrazole with ethyl isocyanate was carried out in the same manner as in Example 164, to give a white solid of N-ethyl-3-(3-chloro-5-trifluoromethylpyridin-2-yloxy)-5-ethylpyrazole-1-carboxamide (0.25 g, yield: 23.0%). mp: 85-86° C.; 1H-NMR (CDCl3, TMS, ppm): δ 1.23 (t, J=7.3 Hz, 3H), 1.30 (t, J=7.5 Hz, 3H), 3.13 (q, J=7.5 Hz, 2H), 3.40 (dq, J=5.9 and 7.3 Hz, 2H), 6.08 (s, 1H), 6.90-7.15 (m, 1H), 8.02 (d, J=2.1 Hz, 1H), 8.37 (m, 1H).

Sources & evidence

ORD record: ord-653ef4867918490faaf4d30bf1772d6e
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700786B2

Reaction notes

Loading…