4-amino-N-propylbenzamide → HCID 68749386, compound

HRID 624226Notes

Reaction equation

HRID 624226 reaction equation
NC1C=CC([C:6]([NH:8][CH2:9][CH2:10]C)=[O:7])=CC=1.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.Cl.C1[C:35]2[C:30](=[CH:31][C:32]([C:36](OC)=O)=[CH:33][CH:34]=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:6]([NH:8][CH2:9][CH2:10][CH2:36][C:32]1[CH:31]=[CH:30][CH:35]=[CH:34][CH:33]=1)=[O:7])[CH2:17]2

Participants

4

Reactant 3

HCID 4283444-amino-N-propylbenzamideHCID 19828495methyl 2,3-dihydro-1H-isoindole-5-carboxylate hydrochlorideHCID 68754933910237-79-5

Product 1

HCID 68749386HCID 68749386, compound

Procedure

The title compound was prepared as described in Example 272B, substituting 3-phenylpropan-1-amine for 4-amino-N-propylbenzamide and isoindolin-5-ylmethanol hydrochloride for methyl isoindoline-5-carboxylate hydrochloride. 1H NMR (300 MHz, DMSO-d6) δ ppm 7.30-7.14 (m, 8H), 6.30 (t, J=5.5 Hz, 1H), 5.16 (t, J=5.5 Hz, 1H), 4.55 (bs, 4H), 4.49 (d, J=4.9 Hz, 2H), 3.16-3.05 (m, 2H), 2.64-2.56 (m, 2H), 1.76 (p, J=7.4 Hz, 2H); MS (ESI(+)) m/e 311 (M+H)+.

Sources & evidence

ORD record
ord-cec28866b4004f028d726af76c581c69
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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