3-Phenylpropylamine → HCID 57510170, compound

HRID 624189Notes

Reaction equation

HRID 624189 reaction equation
C1(C[CH2:8][CH2:9][NH2:10])C=CC=CC=1.[CH2:11]([NH:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]([N:26]2[CH2:34][C:33]3[C:28](=[CH:29][CH:30]=[C:31]([C:35](O)=[O:36])[CH:32]=3)[CH2:27]2)=[O:25])=[CH:19][CH:18]=1)=[O:16])[CH2:12][CH3:13].C1C2C(=CC=CC=2)CN1C(NC1C=C[C:53]([C:54](O)=[O:55])=CC=1)=O>>[N:10]1([C:35]([C:31]2[CH:32]=[C:33]3[C:28](=[CH:29][CH:30]=2)[CH2:27][N:26]([C:24]([NH:23][C:20]2[CH:19]=[CH:18][C:17]([C:15](=[O:16])[NH:14][CH2:11][CH2:12][CH3:13])=[CH:22][CH:21]=2)=[O:25])[CH2:34]3)=[O:36])[CH2:9][CH2:8][O:55][CH2:54][CH2:53]1

Participants

4

Reactant 3

HCID 162593-PhenylpropylamineHCID 57509897HCID 57509897, compoundHCID 62230337HCID 62230337, compound

Product 1

HCID 57510170HCID 57510170, compound

Procedure

The title compound was prepared as described in Example 1C, substituting morpholine for 3-phenylpropan-1-amine and 2-{[4-(propylcarbamoyl)phenyl]carbamoyl}isoindoline-5-carboxylic acid for 4-(isoindoline-2-carboxamido)benzoic acid. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.61 (s, 1H), 8.26 (t, J=5.7 Hz, 1H), 7.80-7.73 (m, 2H), 7.69-7.62 (m, 2H), 7.47-7.41 (m, 2H), 7.35 (dd, J=7.7, 1.6 Hz, 1H), 4.82 (bs, 4H), 3.73-3.43 (m, 6H), 3.28-3.12 (m, 4H), 1.60-1.44 (m, 2H), 0.89 (t, J=7.4 Hz, 3H); MS (ESI(+)) m/e 437 (M+H)+.

Sources & evidence

ORD record
ord-df505454b3214779a8c7b0a6b3aaeef3
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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