3-Phenylpropylamine → HCID 68754539, compound

HRID 624201Notes

Reaction equation

HRID 624201 reaction equation
C1(C[CH2:8][CH2:9][NH2:10])C=CC=CC=1.[CH:11]1([CH2:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([NH:26][C:27]([N:29]3[CH2:37][C:36]4[C:31](=[CH:32][CH:33]=[C:34]([C:38]([OH:40])=O)[CH:35]=4)[CH2:30]3)=[O:28])=[CH:22][CH:21]=2)=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12]1.C1C2C(=CC=CC=2)CN1C(NC1C=CC(C(O)=O)=CC=1)=[O:51]>>[CH:11]1([CH2:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([NH:26][C:27]([N:29]3[CH2:37][C:36]4[C:31](=[CH:32][CH:33]=[C:34]([C:38]([NH:10][CH2:9][CH2:8][OH:51])=[O:40])[CH:35]=4)[CH2:30]3)=[O:28])=[CH:22][CH:21]=2)=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 3

HCID 162593-PhenylpropylamineHCID 57509938HCID 57509938, compoundHCID 62230337HCID 62230337, compound

Product 1

HCID 68754539HCID 68754539, compound

Procedure

The title compound was prepared as described in Example 1C, substituting 2-aminoethanol for 3-phenylpropan-1-amine and 2-({4-[(cyclopentylacetyl)amino]phenyl}carbamoyl)isoindoline-5-carboxylic acid for 4-(isoindoline-2-carboxamido)benzoic acid. 1H NMR (300 MHz, DMSO-d6) δ ppm 9.70 (s, 1H), 8.51-8.40 (m, 1H), 8.31 (s, 1H), 7.86-7.75 (m, 2H), 7.51-7.36 (m, 5H), 4.78 (bs, 4H), 4.71 (t, J=5.6 Hz, 1H), 3.58-3.46 (m, 2H), 3.39-3.28 (m, 2H), 2.32-2.13 (m, 3H), 1.82-1.68 (m, 2H), 1.67-1.44 (m, 4H), 1.27-1.10 (m, 2H); MS (ESI(+)) m/e 451 (M+H)+.

Sources & evidence

ORD record
ord-cebde8d6135247c4bcf027d345620fdd
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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