3-Phenylpropylamine → HCID 57510833, compound

HRID 624254Notes

Reaction equation

HRID 624254 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][NH2:10])[CH:6]=[CH:5]C=CC=1.[CH2:11]1[C:19]2[CH:18]=[CH:17][N:16]=[CH:15][C:14]=2[CH2:13][N:12]1[C:20]([NH:22][C:23]1[CH:28]=[CH:27][C:26]([N:29]2[CH2:32][CH:31]([C:33](O)=[O:34])[CH2:30]2)=[CH:25][CH:24]=1)=[O:21].C1C2C(=CC=CC=2)CN1C(NC1C=CC(C(O)=O)=CC=1)=O>>[CH:8]1([CH2:9][NH:10][C:33]([CH:31]2[CH2:30][N:29]([C:26]3[CH:25]=[CH:24][C:23]([NH:22][C:20]([N:12]4[CH2:11][C:19]5[CH:18]=[CH:17][N:16]=[CH:15][C:14]=5[CH2:13]4)=[O:21])=[CH:28][CH:27]=3)[CH2:32]2)=[O:34])[CH2:5][CH2:6][CH2:1][CH2:7]1

Participants

4

Reactant 3

HCID 162593-PhenylpropylamineHCID 62230337HCID 62230337, compoundHCID 68751180HCID 68751180, compound

Product 1

HCID 57510833HCID 57510833, compound

Procedure

The title compound was prepared as described in Example 1C, substituting cyclopentylmethamine for 3-phenylpropan-1-amine and 1-(4-(2,3-dihydro-1H-pyrrolo[3,4-c]pyridine-2-carboxamido)phenyl)azetidine-3-carboxylic acid for 4-(isoindoline-2-carboxamido)benzoic acid. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.59 (s, 1H), 8.49 (d, J=5.0 Hz, 1H), 8.13 (s, 1H), 7.96 (t, J=5.7 Hz, 1H), 7.42 (d, J=4.7 Hz, 1H), 7.34-7.27 (m, 2H), 6.41-6.33 (m, 2H), 4.81-4.72 (m, 4H), 3.94-3.85 (m, 2H), 3.77-3.68 (m, 2H), 3.50-3.37 (m, 1H), 3.04-2.97 (m, 2H), 2.04-1.89 (m, 1H), 1.71-1.39 (m, 6H), 1.25-1.08 (m, 2H); MS (ESI(+)) m/e 420 (M+H)+.

Sources & evidence

ORD record
ord-b54410892f414afda9f4fae4d88d3b93
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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