Phenethylamine → HCID 67153813, compound

HRID 714305Notes

Reaction equation

HRID 714305 reaction equation
FC(F)(F)C1C=CC(CN)=CC=1.[C:13]1([CH2:19][CH2:20][NH2:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:22]([NH:30][C:31]1[CH:32]=[C:33]([CH:37]=[CH:38][N:39]=1)[C:34](O)=[O:35])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[C:22]([NH:30][C:31]1[CH:32]=[C:33]([CH:37]=[CH:38][N:39]=1)[C:34]([NH:21][CH2:20][CH2:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:35])(=[O:29])[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

4

Reactant 3

HCID 1001PhenethylamineHCID 768044-(Trifluoromethyl)benzylamineHCID 643938512-Benzamidoisonicotinic acid

Product 1

HCID 67153813HCID 67153813, compoundYield 67%

Procedure

Following the procedure as described in Example 1, making variations as required to replace (4-(trifluoromethyl)phenyl)methanamine with 2-phenylethanamine to react with 2-benzamidoisonicotinic acid, 2-benzamido-N-phenethylisonicotinamide was obtained as a colorless solid in 67% yield: 1H NMR (300 MHz, DMSO-d6) δ 10.97 (s, 1H), 8.90-8.86 (m, 1H), 8.55-8.50 (m, 2H), 8.06-8.03 (m, 2H), 7.64-7.47 (m, 4H), 7.34-7.18 (m, 5H), 3.54-3.48 (m, 2H), 2.87 (t, J=7.4 Hz, 2H); MS (ES+) m/z 346.5 (M+1).

Sources & evidence

ORD record
ord-1f91af9691bf411884a44c5a6fd5d17d
Source dataset
uspto-grants-2015_11
Patent number
US09187426B2

Reaction notes

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