Methyl 4-isocyanatobenzoate → HCID 57510219, compound

HRID 624211Notes

Reaction equation

HRID 624211 reaction equation
[N:1]([C:4]1C=CC(C(OC)=O)=[CH:6][CH:5]=1)=[C:2]=[O:3].Cl.[CH2:15]1[C:23]2[C:18](=[CH:19][C:20]([CH2:24][OH:25])=[CH:21][CH:22]=2)[CH2:17][NH:16]1.[CH2:26]1[C:34]2[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=2)CN1>>[OH:25][CH2:24][C:20]1[CH:19]=[C:18]2[C:23](=[CH:22][CH:21]=1)[CH2:15][N:16]([C:2]([NH:1][CH2:4][CH2:5][CH2:6][CH2:26][C:34]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:3])[CH2:17]2

Participants

4

Reactant 3

HCID 280454Methyl 4-isocyanatobenzoateHCID 422478IsoindolineHCID 68754933(2,3-dihydro-1H-isoindol-5-yl)methanol hydrochloride

Product 1

HCID 57510219HCID 57510219, compound

Procedure

The title compound was prepared as described in Example 1A, substituting (4-isocyanatobutyl)benzene for methyl 4-isocyanatobenzoate and isoindolin-5-ylmethanol hydrochloride for isoindoline. 1H NMR (300 MHz, DMSO-d6) δ ppm 7.32-7.12 (m, 8H), 6.32-6.24 (m, 1H), 5.16 (t, J=5.6 Hz, 1H), 4.54 (bs, 4H), 4.49 (d, J=5.7 Hz, 2H), 3.14-3.05 (m, 2H), 2.64-2.54 (m, 2H), 1.63-1.39 (m, 4H); MS (ESI(+)) m/e 325 (M+H)+.

Sources & evidence

ORD record
ord-6af9f35b8c6344bba2f922388553ded6
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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