3-Fluorobenzyl isocyanate → HCID 10267324, compound

HRID 887246Notes

Reaction equation

HRID 887246 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][N:9]=[C:10]=[O:11])[CH:3]=1.[CH3:12][C:13]1[N:14]=[CH:15][C:16]2[CH:17]=[CH:18][CH:19]=[C:20]([NH2:23])[C:21]=2[CH:22]=1.BrC1C=CC(CN=C=O)=CC=1>>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[CH2:8][NH:9][C:10]([NH:23][C:20]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:21]=1[CH:22]=[C:13]([CH3:12])[N:14]=[CH:15]2)=[O:11]

Participants

4

Reactant 3

HCID 6434993-Fluorobenzyl isocyanateHCID 43746174-Bromobenzyl isocyanateHCID 122120553-Methylisoquinolin-5-amine

Product 1

HCID 10267324HCID 10267324, compound

Procedure

The title compound was prepared using the procedure described in Example 60F using 1-fluoro-3-(isocyanatomethyl)benzene and 3-methyl-5-isoquinolinamine instead of the product from Example 60E and 1-bromo-4-(isocyanatomethyl)benzene. 1H NMR (300 MHz, DMSO-d6) δ 9.18 (s, 1H), 8.69 (bs, 1H), 8.87 (bs, 1H), 8.20 (d, 1H, J=6.9 Hz), 7.76 (s, 1H), 7.70 (d, 1H, J=7.8 Hz), 7.50 (t, 1H, J=7.8 Hz), 7.41 (m, 1H), 7.23-7.05 (m, 3H), 4.39 (d, 2H, J=6 Hz), 2.65 (s, 3H). MS (ESI) 310 (M+H)+. Anal. Calcd for C18H16FN3O: C, 69.89; H, 5.21; N, 13.58. Found: C, 69.86; H, 5.24; N, 13.56.

Sources & evidence

ORD record
ord-46b48e798da2483ca90895e6a88b7963
Source dataset
uspto-grants-2012_08
Patent number
US08247413B2

Reaction notes

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