3-(4-Chlorophenoxy)pyrrolidine → N-(2-{3-[3-(4-Chlorophenoxy)-1-pyrrolidinyl]-2-hydroxy-2-methylpropoxy}phenyl)acetamide Hydrochloride

HRID 496205Notes

Reaction equation

HRID 496205 reaction equation
[CH3:1][C:2]1([CH2:5][O:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[NH:13][C:14](=[O:16])[CH3:15])[CH2:4][O:3]1.[Cl:17][C:18]1[CH:29]=[CH:28][C:21]([O:22][CH:23]2[CH2:27][CH2:26][NH:25][CH2:24]2)=[CH:20][CH:19]=1>>[ClH:17].[Cl:17][C:18]1[CH:29]=[CH:28][C:21]([O:22][CH:23]2[CH2:27][CH2:26][N:25]([CH2:4][C:2]([OH:3])([CH3:1])[CH2:5][O:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[NH:13][C:14](=[O:16])[CH3:15])[CH2:24]2)=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 129995703-(4-Chlorophenoxy)pyrrolidineHCID 22386946N-{2-[(2-methyl-2-oxiranyl)methoxy]phenyl}acetamide

Product 1

HCID 22313690N-(2-{3-[3-(4-Chlorophenoxy)-1-pyrrolidinyl]-2-hydroxy-2-methylpropoxy}phenyl)acetamide HydrochlorideYield 221.3%

Procedure

The title compound (255 mg, 110%) was prepared from N-{2-[(2-methyl-2-oxiranyl)methoxy]phenyl}acetamide (123 mg, 0.557 mmol) and 3-(4-chlorophenoxy)pyrrolidine (100 mg, 0.506 mmol) analogously to that described in Example 1 (iii).

Sources & evidence

ORD record
ord-d7278182259647c5828a3666184ca99a
Source dataset
uspto-grants-2005_09
Patent number
US06943188B2

Reaction notes

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