tert-Butyl (3R)-3-(aminomethyl)pyrrolidine-1-carboxylate → HCID 58748193, compound

HRID 1162668Notes

Reaction equation

HRID 1162668 reaction equation
[NH2:1][CH2:2][C@H:3]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4]1.[Cl:15][C:16]1[S:17][CH:18]=[C:19]([C:21](O)=[O:22])[N:20]=1>>[C:11]([O:10][C:8]([N:5]1[CH2:6][CH2:7][C@H:3]([CH2:2][NH:1][C:21]([C:19]2[N:20]=[C:16]([Cl:15])[S:17][CH:18]=2)=[O:22])[CH2:4]1)=[O:9])([CH3:14])([CH3:13])[CH3:12]

Participants

3

Reactant 2

HCID 1515152tert-Butyl (3R)-3-(aminomethyl)pyrrolidine-1-carboxylateHCID 218030262-Chloro-1,3-thiazole-4-carboxylic acid

Product 1

HCID 58748193HCID 58748193, compound

Procedure

61.1 Using general procedure E, (R)-3-aminomethyl-1-N-tert-butoxycarbonyl-pyrrolidine was coupled with 2-chloro-thiazole-4-carboxylic acid (prepared according to R. Walsh et al. Chimica Therapeutica, 1973, 8, 199) to give (R)-3-{[(2-chloro-thiazole-4-carbonyl)-amino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester. White solid. MS 343.9 ([M−H]−)

Sources & evidence

ORD record
ord-db1b1c7f82194acdadf34cbb837ee3f9
Source dataset
uspto-grants-2010_10
Patent number
US07820699B2

Reaction notes

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