5-Chloro-2-thiophenecarboxylic acid → HCID 58748164, compound

HRID 1162704Notes

Reaction equation

HRID 1162704 reaction equation
C(O)(=O)C.[C:5]([O:9][C:10]([N:12]1[CH2:16][C@@H:15]([O:17][CH3:18])[C@H:14]([CH2:19][NH2:20])[CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6].[Cl:21][C:22]1[S:26][C:25]([C:27](O)=[O:28])=[CH:24][CH:23]=1>>[C:5]([O:9][C:10]([N:12]1[CH2:16][C@@H:15]([O:17][CH3:18])[C@H:14]([CH2:19][NH:20][C:27]([C:25]2[S:26][C:22]([Cl:21])=[CH:23][CH:24]=2)=[O:28])[CH2:13]1)=[O:11])([CH3:8])([CH3:7])[CH3:6]

Participants

3

Reactant 2

HCID 950485-Chloro-2-thiophenecarboxylic acidHCID 68647310HCID 68647310, compound

Product 1

HCID 58748164HCID 58748164, compound

Procedure

80.4 Using general procedure E, (3R,4S)-3-aminomethyl-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester acetate was coupled with 5-chlorothiophene-2-carboxylic acid to give (3R,4S)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-methoxy-pyrrolidine-1-carboxylic acid tert-butyl ester. Colorless foam. MS 318.9 ([M−isobutene+H]+)

Sources & evidence

ORD record
ord-2b4aace7c93145f7912f0bff6d1694e0
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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