23138-53-6 → HCID 57510153, compound

HRID 624184Notes

Reaction equation

HRID 624184 reaction equation
[N:1]([C:4]1C=CC(C(OC)=O)=[CH:6][CH:5]=1)=[C:2]=[O:3].[C:14]([C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[CH2:21][NH:20][CH2:19]2)#[N:15].[CH2:25]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)CN1>>[C:14]([C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[CH2:21][N:20]([C:2]([NH:1][CH2:4][CH2:5][CH2:6][CH2:25][C:33]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)=[O:3])[CH2:19]2)#[N:15]

Participants

4

Reactant 3

HCID 28045423138-53-6HCID 422478IsoindolineHCID 179862802,3-Dihydro-1H-isoindole-5-carbonitrile

Product 1

HCID 57510153HCID 57510153, compound

Procedure

The title compound was prepared as described in Example 1A, substituting 4-phenylbutyl isocyanate for methyl 4-isocyanatobenzoate and 5-cyanoisoindoline for isoindoline. 1H NMR (300 MHz, DMSO-d6) δ ppm 7.82 (s, 1H), 7.74 (dd, J=7.9, 1.5 Hz, 1H), 7.53 (d, J=7.9 Hz, 1H), 7.24-7.31 (m, 2H), 7.08-7.22 (m, 3H), 6.38 (t, J=5.6 Hz, 1H), 4.59-4.64 (m, 4H), 3.06-3.13 (m, 2H), 2.58 (t, J=7.5 Hz, 2H), 1.53-1.68 (m, 2H), 1.36-1.51 (m, 2H); MS (ESI(+)) m/e 319 (M+H)+.

Sources & evidence

ORD record
ord-acc8586703264dddbbceeeaae7a483d8
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

Loading…