Isovaleric Acid → HCID 57510952, compound

HRID 624265Notes

Reaction equation

HRID 624265 reaction equation
C1(CC[CH2:9][NH2:10])C=CC=CC=1.[CH3:11][CH:12]([CH3:17])[CH2:13][C:14](O)=[O:15].[CH2:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:20][N:19]1[C:27]([NH:29][C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=O)=[CH:32][CH:31]=1)=[O:28]>>[CH3:11][CH:12]([CH3:17])[CH2:13][C:14]([NH:10][CH2:9][CH2:34][C:33]1[CH:37]=[CH:38][C:30]([NH:29][C:27]([N:19]2[CH2:20][C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:18]2)=[O:28])=[CH:31][CH:32]=1)=[O:15]

Participants

4

Reactant 3

HCID 10430Isovaleric AcidHCID 162593-PhenylpropylamineHCID 62230337HCID 62230337, compound

Product 1

HCID 57510952HCID 57510952, compound

Procedure

The title compound was prepared as described in Example 1C, substituting N-(4-(2-aminoethyl)phenyl)isoindoline-2-carboxamide for 3-phenylpropan-1-amine and 3-methylbutanoic acid for 4-(isoindoline-2-carboxamido)benzoic acid. 1H NMR (400 MHz, DMSO-d6, Temp=90° C.) δ 7.50-7.40 (m, 2H), 7.40-7.24 (m, 4H), 7.13-7.02 (m, 2H), 4.76 (s, 4H), 2.68 (t, J=7.3 Hz, 2H), 2.07-1.84 (m, 3H), 0.95-0.76 (m, 6H). MS (ESI (+)) m/e 366 (M+H)+.

Sources & evidence

ORD record
ord-df8d58e0be554ecbbe72dd23cc27ed1e
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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