2,2-Di(2-thienyl)acetyl chloride → (S)-2,2-di(2-thienyl)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)acetamide

HRID 992322Notes

Reaction equation

HRID 992322 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[C:7](Cl)=[O:8].[NH2:15][C@H:16]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[CH2:17]1>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([C:10]1[S:11][CH:12]=[CH:13][CH:14]=1)[C:7]([NH:15][C@H:16]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:23]2[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=2)[CH2:17]1)=[O:8]

Participants

3

Reactant 2

HCID 184118472,2-Di(2-thienyl)acetyl chlorideHCID 59915932(S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine

Product 1

HCID 59915946(S)-2,2-di(2-thienyl)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)acetamideYield 23.9%

Procedure

2,2-Di(2-thienyl)acetyl chloride (0.67 g) and (S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine (0.42 g) were reacted under the same conditions as in Example 53 to give (S)-2,2-di(2-thienyl)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)acetamide (0.2 g), melting point 96-98° C.

Sources & evidence

ORD record
ord-187a259b02414c92a6886cb14a6d8f9c
Source dataset
uspto-grants-2002_10
Patent number
US06468998B1

Reaction notes

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