3-Phenylpropylamine → HCID 86665078, compound

HRID 624188Notes

Reaction equation

HRID 624188 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]([OH:37])=O)[CH:32]=3)[CH2:27]2)=[O:25])=[CH:19][CH:18]=1)=[O:16])[CH2:12][CH3:13].[CH2:38]1C2C(=CC=CC=2)[CH2:40][N:39]1C(NC1C=CC(C(O)=O)=CC=1)=O>>[CH3:38][N:39]([CH3:40])[CH2:8][CH2:9][NH:10][C:35]([C:31]1[CH:32]=[C:33]2[C:28](=[CH:29][CH:30]=1)[CH2:27][N:26]([C:24]([NH:23][C:20]1[CH:19]=[CH:18][C:17]([C:15](=[O:16])[NH:14][CH2:11][CH2:12][CH3:13])=[CH:22][CH:21]=1)=[O:25])[CH2:34]2)=[O:37]

Participants

4

Reactant 3

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

Product 1

HCID 86665078HCID 86665078, compound

Procedure

The title compound was prepared as described in Example 1C, substituting N1,N1-dimethylethane-1,2-diamine 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 9.28 (s, 1H), 8.70 (t, J=5.6 Hz, 1H), 8.62 (s, 1H), 8.26 (t, J=5.6 Hz, 1H), 7.86-7.74 (m, 4H), 7.68-7.61 (m, 2H), 7.49 (d, J=7.8 Hz, 1H), 4.84 (bs, 4H), 3.66-3.55 (m, 2H), 3.29-3.12 (m, 4H), 2.90-2.80 (m, 6H), 2.28-1.46 (m, 2H), 0.89 (t, J=7.4 Hz, 3H); MS (ESI(+)) m/e 438 (M+H)+.

Sources & evidence

ORD record
ord-2579a88da807490599449330b2aaac99
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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