p-(Trifluoromethoxy)phenyl isocyanate → HCID 86713751, compound

HRID 572241Notes

Reaction equation

HRID 572241 reaction equation
[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]=[C:11]=[O:12])=[CH:6][CH:5]=1.ClC1C=CC(NC(=O)[NH:24][C@H:25]2[CH2:30][CH2:29][C@H:28]([O:31][C:32]3[CH:40]=[CH:39][C:35](C(O)=O)=[CH:34][CH:33]=3)[CH2:27][CH2:26]2)=CC=1C(F)(F)F>>[CH3:7][NH:10][C:11](=[O:12])[C:39]1[CH:35]=[CH:34][CH:33]=[C:32]([O:31][C:28]2[CH:27]=[CH:26][C:25]([NH:24][C:11]([NH:10][C:7]3[CH:6]=[CH:5][C:4]([O:3][C:2]([F:13])([F:14])[F:1])=[CH:9][CH:8]=3)=[O:12])=[CH:30][CH:29]=2)[CH:40]=1

Participants

3

Reactant 2

HCID 92298p-(Trifluoromethoxy)phenyl isocyanateHCID 178522077HCID 178522077, compound

Product 1

HCID 86713751HCID 86713751, compoundYield 70%

Procedure

Compound 2576 was prepared in 70% yield from 4-(trifluoromethoxy)phenyl isocyanate using the procedure detailed for compound 2221 in Example 4. 1H NMR (300 MHz, DMSO-d6): δ 8.75 (q, J=5 Hz, 1H), 8.45 (d, J=6 Hz, 1H), 7.33 (d, J=3 Hz, 1H), 7.07 (dd, J=6 and 3 Hz, 1H), 6.86 (d, J=9 Hz, 2H), 6.64 (d, J=9 Hz, 2H), 5.19 (br s, 2H), 2.77 (d, J=5 Hz, 3H).

Sources & evidence

ORD record
ord-12154ba3eb3649d3b595b225d8d461cb
Source dataset
uspto-grants-2015_05
Patent number
US09029401B2

Reaction notes

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