Ethyl 2-bromopropionate → 2-{(R)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrrolidin-1-yl}-propionic acid ethyl ester

HRID 1162611Notes

Reaction equation

HRID 1162611 reaction equation
Cl.[NH:2]1[CH2:6][CH2:5][C@@H:4]([NH:7][C:8]([C:10]2[S:11][C:12]([Cl:15])=[CH:13][CH:14]=2)=[O:9])[CH2:3]1.[CH2:16]([O:18][C:19](=[O:23])[CH:20](Br)[CH3:21])[CH3:17]>>[CH2:16]([O:18][C:19](=[O:23])[CH:20]([N:2]1[CH2:6][CH2:5][C@@H:4]([NH:7][C:8]([C:10]2[S:11][C:12]([Cl:15])=[CH:13][CH:14]=2)=[O:9])[CH2:3]1)[CH3:21])[CH3:17]

Participants

3

Reactant 2

HCID 79040Ethyl 2-bromopropionateHCID 866088285-chloro-thiophene-2-carboxylic acid (R)-pyrrolidin-3-ylamide hydrochloride

Product 1

HCID 587482892-{(R)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrrolidin-1-yl}-propionic acid ethyl ester

Procedure

6.3 Using general procedure A 5-chloro-thiophene-2-carboxylic acid (R)-pyrrolidin-3-ylamide hydrochloride was reacted with ethyl-2-bromopropionate to give 2-{(R)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-pyrrolidin-1-yl}-propionic acid ethyl ester. Oil. MS 329.1 ([M−H]−)

Sources & evidence

ORD record
ord-dd846a59875f48cc920f940df4b4bd86
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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