2-Fluoro-5-methylphenyl isocyanate → HCID 11603505, compound

HRID 1159456Notes

Reaction equation

HRID 1159456 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]([N:27]=[C:28]=[O:29])(C)[CH2:22][CH:21]=1.F[C:31]1C=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:28]([NH:27][C:23]3[CH:22]=[CH:21][C:20]([F:19])=[C:25]([CH3:31])[CH:24]=3)=[O:29])=[CH:7][CH:6]=2)[N:14]([CH3:18])[N:15]=1

Participants

4

Reactant 3

HCID 27333772-Fluoro-5-methylphenyl isocyanateHCID 686444744-(4-Amino-phenyl)-1-methyl-1H-pyrazolo[3,4-c]pyridin-3-ylamineHCID 86606989HCID 86606989, compound

Product 1

HCID 11603505HCID 11603505, compound

Procedure

The title compound was prepared using the procedure described in Example 1E using the product from Example 6A and 1-fluoro-4-isocyanato-4-methyl-benzene instead of the product from Example 1D and 1-fluoro-2-isocyanato-4-methyl-benzene. MS (ESI(+)) m/e 391 (M+H)+; 1H NMR (300 MHz, DMSO-D6) δ ppm 2.22 (d, J=1.70 Hz, 3H) 4.02 (s, 3H) 7.06 (t, J=9.15 Hz, 1H) 7.24-7.33 (m, 1H) 7.35-7.43 (m, 1H) 7.52 (d, J=8.81 Hz, 2H) 7.67 (d, J=8.81 Hz, 2H) 8.10 (s, 1H) 8.77 (s, 1H) 8.99 (s, 1H) 9.21 (s, 1H).

Sources & evidence

ORD record
ord-403700a6de234fa0b9da228e565e8404
Source dataset
uspto-grants-2010_10
Patent number
US07812166B2

Reaction notes

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