Benzoic Acid → HCID 57510212, compound

HRID 624202Notes

Reaction equation

HRID 624202 reaction equation
C1(CCC[NH2:10])C=CC=CC=1.[C:11]([OH:19])(=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[CH2:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][N:21]1[C:29]([NH:31][C:32]1[CH:40]=[CH:39][C:35](C(O)=O)=[CH:34][CH:33]=1)=[O:30]>>[C:11]([NH:10][CH2:33][CH2:34][CH2:35][CH2:39][CH2:40][CH2:32][NH:31][C:29]([N:21]1[CH2:20][C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22]1)=[O:30])(=[O:19])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 243Benzoic AcidHCID 162593-PhenylpropylamineHCID 62230337HCID 62230337, compound

Product 1

HCID 57510212HCID 57510212, compound

Procedure

The title compound was prepared as described in Example 1C, substituting N-(6-aminohexyl)isoindoline-2-carboxamide for 3-phenylpropan-1-amine and benzoic acid for 4-(isoindoline-2-carboxamido)benzoic acid. 1H NMR (300 MHz, DMSO-d6) δ ppm 8.42 (t, J=5.35 Hz, 1H) 7.76-7.90 (m, 2H) 7.36-7.58 (m, 3H) 7.20-7.36 (m, 4H) 6.28 (t, J=5.55 Hz, 1H) 4.57 (s, 4H) 3.21-3.30 (m, 2H) 3.07 (q, J=6.74 Hz, 2H) 1.24-1.66 (m, 8H); (ESI(+)) m/e 366 (M+H)+.

Sources & evidence

ORD record
ord-37f95d28f8ac42378aa1e5fe6272ddb8
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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