3-Phenylpropylamine → HCID 57510563, compound

HRID 624245Notes

Reaction equation

HRID 624245 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][NH2:10])[CH:6]=CC=CC=1.[O:11]1[CH2:15][CH2:14][CH:13]([C:16](O)=[O:17])[CH2:12]1.[CH2:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH2:21][N:20]1[C:28]([NH:30][C:31]1[CH:39]=[CH:38][C:34](C(O)=O)=[CH:33][CH:32]=1)=[O:29]>>[O:11]1[CH2:15][CH2:14][CH:13]([C:16]([N:10]2[CH2:6][CH2:1][CH:7]([C:34]3[CH:38]=[CH:39][C:31]([NH:30][C:28]([N:20]4[CH2:19][C:27]5[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=5)[CH2:21]4)=[O:29])=[CH:32][CH:33]=3)[CH2:8][CH2:9]2)=[O:17])[CH2:12]1

Participants

4

Reactant 3

HCID 162593-PhenylpropylamineHCID 4661317(R)-Tetrahydro-3-furoic acidHCID 62230337HCID 62230337, compound

Product 1

HCID 57510563HCID 57510563, compound

Procedure

The title compound was prepared as described in Example 1C, substituting N-(4-(piperidin-4-yl)phenyl)isoindoline-2-carboxamide for 3-phenylpropan-1-amine and tetrahydrofuran-3-carboxylic acid for 4-(isoindoline-2-carboxamido)benzoic acid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.26 (s, 1H), 7.46 (m, 2H), 7.31 (m, 4H), 7.12 (m, 2H), 4.74 (bs, 4H), 4.53 (m, 1H), 4.05 (m, 1H), 3.87 (m, 1H), 3.70 (m, 3H), 3.36 (m, 2H), 3.12 (m, 1H), 2.75-2.58 (m, 1H), 2.01 (m, 2H), 1.76 (m, 2H), 1.45 (m, 2H); MS (ESI(+)) m/e 420 (M+H).

Sources & evidence

ORD record
ord-e31568e5a8614a92886578aa37ebbc28
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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