2-Fluoro-5-methylphenyl isocyanate → HCID 11683719, compound

HRID 1159458Notes

Reaction equation

HRID 1159458 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[N:12][CH:11]=[C:10]3[N:14]([CH3:18])[N:15]=[C:16]([NH2:17])[C:9]=23)=[CH:4][CH:3]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][C:21]=1[N:30]=[C:31]=[O:32].FC1C=CC(C)=CC=1N=C=O>>[NH2:17][C:16]1[C:9]2[C:10](=[CH:11][N:12]=[CH:13][C:8]=2[C:5]2[CH:4]=[CH:3][C:2]([NH:1][C:31]([NH:30][C:21]3[CH:22]=[C:23]([C:26]([F:27])([F:29])[F:28])[CH:24]=[CH:25][C:20]=3[F:19])=[O:32])=[CH:7][CH:6]=2)[N:14]([CH3:18])[N:15]=1

Participants

4

Reactant 3

HCID 27333772-Fluoro-5-methylphenyl isocyanateHCID 27333802-Fluoro-5-(trifluoromethyl)phenyl isocyanateHCID 686444744-(4-Amino-phenyl)-1-methyl-1H-pyrazolo[3,4-c]pyridin-3-ylamine

Product 1

HCID 11683719HCID 11683719, compound

Procedure

The title compound was prepared using the procedure described in Example 1E using the product from Example 6A and 1-fluoro-2-isocyanato-4-trifluoromethyl-benzene instead of the product from Example 1D and 1-fluoro-2-isocyanato-4-methyl-benzene. MS (ESI(+)) m/e 445 (M+H)+; 1H NMR (500 MHz, DMSO-D6) δ ppm 3.92 (s, 3H) 4.66 (s, 2H) 7.36-7.45 (m, 1H) 7.46-7.55 (m, 1H) 7.50 (d, J=8.73 Hz, 2H) 7.65 (d, J=8.42 Hz, 2H) 7.95 (s, 1H) 8.64 (dd, J=7.33, 2.03 Hz, 1H) 8.87 (s, 1H) 8.95 (d, J=2.81 Hz, 1H) 9.35 (s, 1H).

Sources & evidence

ORD record
ord-2027be6114d1489a9964a3e9279282a7
Source dataset
uspto-grants-2010_10
Patent number
US07812166B2

Reaction notes

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