1-(Azidomethyl)-3-(trifluoromethyl)benzene → HCID 66958114, compound

HRID 1424682Notes

Reaction equation

HRID 1424682 reaction equation
[I:1][C:2]#[C:3][CH:4]1[CH2:6][CH2:5]1.[F:7][C:8]([F:20])([F:19])[C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=1)[CH2:12][N:13]=[N+:14]=[N-:15]>>[CH:4]1([C:3]2[N:15]=[N:14][N:13]([CH2:12][C:11]3[CH:16]=[CH:17][CH:18]=[C:9]([C:8]([F:7])([F:20])[F:19])[CH:10]=3)[C:2]=2[I:1])[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 212826681-(Azidomethyl)-3-(trifluoromethyl)benzeneHCID 468951251198769-70-8

Product 1

HCID 66958114HCID 66958114, compound

Procedure

Synthesized from (iodoethynyl)cyclopropane and 3-trifluoromethyl-benzylazide using general procedure; 0.589 g, 1.498 mmol, 96%; mp=129-134° C. (dec.); IR (υ[cm−1]) 3087, 3011, 1453, 1325, 1165, 1122, 1074, 777, 701; 1H NMR (600 MHz, CDCl3) δ=7.57-7.56 (m, 2H), 7.45 (t, J=7.7, 1H), 7.39 (d, J=7.7, 1H), 5.57 (s, 2H), 1.78-1.72 (m, 1H), 1.06-1.01 (m, 2H), 0.99-0.93 (m, 2H); 13C NMR (151 MHz, CDCl3) δ=153.8, 135.6, 131.7 (q, J=32.6), 131.4, 129.7, 125.6 (q, J=3.7), 125.0 (q, J=3.9), 124.0 (q, J=272.3), 77.9, 53.7, 7.8, 7.5; HRMS (ESI-TOF) (m/z): [M+Na]+ calcd for C13H11F3IN3Na, 415.9847; found 415.9847.

Sources & evidence

ORD record
ord-a095121ccc7a44299eb0d58f487f825e
Source dataset
uspto-grants-2015_01
Patent number
US08927736B2

Reaction notes

Loading…