Ethyl bromoacetate → HCID 58748257, compound

HRID 1162646Notes

Reaction equation

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

Participants

Reactant 2

HCID 7748Ethyl bromoacetate

HCID 86608830HCID 86608830, compound

Product 1

HCID 58748257HCID 58748257, compound

Procedure

39.1 Using general procedure A 5-chloro-thiophene-2-carboxylic acid ((3S,4S)-4-hydroxy-pyrrolidin-3-yl)-amide hydrochloride (example 22.5) was reacted with bromoacetic acid ethylester to give {(3S,4S)-3-[(5-chloro-thiophene-2-carbonyl)-amino]-4-hydroxy-pyrrolidin-1-yl}-acetic acid ethyl ester. Light yellow solid. MS 333.3 ([M+H]+)

Sources & evidence

ORD record: ord-99f10e2a8c584e4b974c58265bfb0e3b
Source dataset: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07820699B2

Reaction notes

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