3-Phenylpropylamine → HCID 67153857, compound

HRID 714306Notes

Reaction equation

HRID 714306 reaction equation
FC(F)(F)C1C=CC(CN)=CC=1.[C:13]1([CH2:19][CH2:20][CH2:21][NH2:22])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:23]([NH:31][C:32]1[CH:33]=[C:34]([CH:38]=[CH:39][N:40]=1)[C:35](O)=[O:36])(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:23]([NH:31][C:32]1[CH:33]=[C:34]([CH:38]=[CH:39][N:40]=1)[C:35]([NH:22][CH2:21][CH2:20][CH2:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:36])(=[O:30])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 3

HCID 162593-PhenylpropylamineHCID 768044-(Trifluoromethyl)benzylamineHCID 643938512-Benzamidoisonicotinic acid

Product 1

HCID 67153857HCID 67153857, compoundYield 72%

Procedure

Following the procedure as described in Example 1, making variations as required to replace (4-(trifluoromethyl)phenyl)methanamine with 3-phenylpropan-1-amine to react with 2-benzamidoisonicotinic acid, 2-benzamido-N-(3-phenylpropyl)-isonicotinamide was obtained as a colorless solid in 72% yield: 1H NMR (300 MHz, DMSO-d6) δ 10.97 (s, 1H), 8.82-8.78 (m, 1H), 8.56-8.50 (m, 2H), 8.05-8.03 (m, 2H), 7.64-7.50 (m, 4H), 7.32-7.16 (m, 5H), 3.31-3.27 (m, 2H), 2.67-2.62 (m, 2H), 1.90-1.80 (m, 2H); MS (ES+) m/z 360.5 (M+1).

Sources & evidence

ORD record
ord-c3c0f09d927544dfba2c87630b13ef40
Source dataset
uspto-grants-2015_11
Patent number
US09187426B2

Reaction notes

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