2-Fluorophenyl isocyanate → HCID 67390462, compound

HRID 1020365Notes

Reaction equation

HRID 1020365 reaction equation
CC1CCCN(C2OC(C(NC3C=CC(N4CCN(CC5C=C(C=CC=5)C(OC)=O)C(=O)C4)=NC=3)=O)=C(C(F)(F)F)N=2)C1.[N:44]1([C:51]2[N:56]=[CH:55][C:54]([NH:57][C:58]([C:60]3[O:64][C:63]([N:65]4[CH2:70][CH2:69][CH2:68][CH:67]([CH3:71])[CH2:66]4)=[N:62][C:61]=3[C:72]([F:75])([F:74])[F:73])=[O:59])=[CH:53][CH:52]=2)[CH2:50][CH2:49][CH2:48][NH:47][CH2:46][CH2:45]1.[F:76][C:77]1[CH:82]=[CH:81][CH:80]=[CH:79][C:78]=1[N:83]=[C:84]=[O:85]>>[CH3:71][CH:67]1[CH2:68][CH2:69][CH2:70][N:65]([C:63]2[O:64][C:60]([C:58]([NH:57][C:54]3[CH:53]=[CH:52][C:51]([N:44]4[CH2:50][CH2:49][CH2:48][N:47]([C:84]([NH:83][C:78]5[CH:79]=[CH:80][CH:81]=[CH:82][C:77]=5[F:76])=[O:85])[CH2:46][CH2:45]4)=[N:56][CH:55]=3)=[O:59])=[C:61]([C:72]([F:74])([F:75])[F:73])[N:62]=2)[CH2:66]1

Participants

4

Reactant 3

HCID 855882-Fluorophenyl isocyanateHCID 67391134HCID 67391134, compoundHCID 67414885HCID 67414885, compound

Product 1

HCID 67390462HCID 67390462, compound

Procedure

Compound 40 was prepared by the general procedure for compound 8, by using compound 39 and 2-fluorophenylisocyanate as starting materials. 1H NMR (500 MHz, CDCl3) δ 8.15 (d, 1H, J=2.5 Hz), 8.10 (t, 1H, J=8 Hz), 7.90 (dd, 1H, J=2.5, 9 Hz), 7.50 (s, 1H), 7.10 (m, 2H), 7.00 (m, 1H), 6.60 (d, 1H, J=4 Hz), 6.55 (d, 1H, J=9 Hz), 4.10 (m, 2H), 3.90 (m, 2H), 3.75 (m, 4H), 3.45 (t, 2H, J=6.5 Hz), 3.05 (t, 1H, J=12 Hz), 2.75 (t, 1H, J=13 Hz), 2.10 (t, 2H, J=6 Hz), 1.90 (d, 1H, J=13 Hz), 1.80 (m, 2H), 1.65 (m, 1H), 1.20 (q, 1H, J=11.5 Hz), 1.00 (d, 3H, J=6.5 Hz). MS (M+1): 590.

Sources & evidence

ORD record
ord-ebf28e1971614181931ed76454ebee0e
Source dataset
uspto-grants-2014_05
Patent number
US08716312B2

Reaction notes

Loading…