5-Chloro-2-thiophenecarboxylic acid → HCID 58748269, compound

HRID 1162691Notes

Reaction equation

HRID 1162691 reaction equation
[NH2:1][CH2:2][CH:3]1[CH2:7][CH2:6][CH2:5][N:4]1[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9].[Cl:15][C:16]1[S:20][C:19]([C:21](O)=[O:22])=[CH:18][CH:17]=1>>[C:11]([O:10][C:8]([N:4]1[CH2:5][CH2:6][CH2:7][CH:3]1[CH2:2][NH:1][C:21]([C:19]1[S:20][C:16]([Cl:15])=[CH:17][CH:18]=1)=[O:22])=[O:9])([CH3:14])([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 950485-Chloro-2-thiophenecarboxylic acidHCID 2756484(+-)-2-(Aminomethyl)-1-N-Boc-pyrrolidine

Product 1

HCID 58748269HCID 58748269, compound

Procedure

75.1 Using general procedure E, rac-2-aminomethyl-1-N-tert-butoxycarbonyl-pyrrolidine was coupled with 5-chlorothiophene-2-carboxylic acid to give rac-2-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester. Brown oil. MS 345.0 ([M+H]+)

Sources & evidence

ORD record
ord-ad36fbaba5ea4936b15f424bc6c22a5a
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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