4-Aminophenethyl alcohol → HCID 90110694, compound

HRID 1508728Notes

Reaction equation

HRID 1508728 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[CH:10]=2)[CH:4]=1.[NH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][OH:25])=[CH:19][CH:18]=1>>[ClH:2].[Cl:15][C:11]1[CH:10]=[C:9]([C:5]2[CH:4]=[C:3]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][OH:25])=[CH:19][CH:18]=3)[CH:8]=[CH:7][N:6]=2)[CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 669044-Aminophenethyl alcoholHCID 901106594-Chloro-2-(3-chlorophenyl)pyridine hydrochloride

Product 1

HCID 90110694HCID 90110694, compoundYield 65%

Procedure

Following general procedure A2, 4-chloro-2-(3-chlorophenyl)pyridine hydrochloride (0.114 g, 0.44 mmol) was reacted with 2-(4-aminophenyl)ethanol (0.072 g, 0.53 mmol), followed by formation of the hydrochloride salt to afford the title compound (0.103 g, 65%) as a light yellow solid. MW=361.27. 1H NMR (DMSO-d6, 500 MHz) δ 14.08 (s, 1H), 10.70 (s, 1H), 8.28 (d, J=7.0 Hz, 1H), 7.96 (t, J=2.0 Hz, 1H), 7.79 (d, J=7.5 Hz, 1H), 7.73-7.69 (m, 1H), 7.65 (t, J=8.0 Hz, 1H), 7.37-7.28 (m, 5H), 7.13-7.08 (m, 1H), 3.64 (t, J=7.0 Hz, 2H), 2.76 (t, J=7.0 Hz, 2H); APCI MS m/z 325 [M+H]+.

Sources & evidence

ORD record
ord-82e9555a6a4044fcb1328e966d6c3bbb
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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