3-Phenylpropylamine → HCID 68752729, compound

HRID 624200Notes

Reaction equation

HRID 624200 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](O)=[O:39])[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)CN1[C:50](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][O:51][CH3:50])=[O:39])[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 68752729HCID 68752729, compound

Procedure

The title compound was prepared as described in Example 1C, substituting 2-methoxyethanamine 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 9.69 (s, 1H), 8.56-8.49 (m, 1H), 8.31 (s, 1H), 7.84-7.77 (m, 2H), 7.50-7.40 (m, 5H), 4.78 (bs, 4H), 3.50-3.39 (m, 4H), 3.27 (s, 3H), 2.31-2.18 (m, 3H), 1.81-1.68 (m, 2H), 1.66-1.43 (m, 4H), 1.26-1.12 (m, 2H); MS (ESI(+)) m/e 465 (M+H)+.

Sources & evidence

ORD record
ord-25aa1c38cabf4fb38da9a7d4ea590a55
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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