1-(1-Naphthyl)ethylamine → HCID 178522784, compound

HRID 2304898Notes

Reaction equation

HRID 2304898 reaction equation
Cl.[NH:2]1[C:6]2[CH2:7][CH2:8][CH:9]([C:11]([OH:13])=O)[CH2:10][C:5]=2[N:4]=[CH:3]1.[C:14]1([CH:24]([NH2:26])C)[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1>>[C:14]1([CH2:24][NH:26][C:11]([CH:9]2[CH2:8][CH2:7][C:6]3[NH:2][CH:3]=[N:4][C:5]=3[CH2:10]2)=[O:13])[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 980891-(1-Naphthyl)ethylamineHCID 178479742HCID 178479742, compound

Product 1

HCID 178522784HCID 178522784, compoundYield 67%

Procedure

By a similar procedure as described in Example 1 using 4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxylic acid, hydrochloride (2.2 g, 10 mmol) and 1-(naphth-1-yl)ethylamine (1.6 g, 10 mmol), 4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxylic acid (naphth-1-ylmethyl)amide (2.0 g, 67%) was obtained. The free base was dissolved in 1 N hydrochloric acid (5 ml) and the mixture was diluted with H2O (10 ml). On standing a precipitate was formed which was isolated and dried to give the title compound (0.95 g).

Sources & evidence

ORD record
ord-4d11bf87dd49421f94164a363bd3aee6
Source dataset
uspto-grants-2002_08
Patent number
US06437147B1

Reaction notes

Loading…