Hippuric Acid → HCID 86646675, compound

HRID 2388342Notes

Reaction equation

HRID 2388342 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].CCN=C=NCCCN(C)C.[C:19]([OH:31])(=O)[CH2:20][NH:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:23].C(OC([N:39]1[CH2:42][CH:41]([NH2:43])[CH2:40]1)=O)(C)(C)C>>[OH:7][C:1]([C:3]([F:6])([F:5])[F:4])=[O:2].[NH:39]1[CH2:42][CH:41]([NH:43][C:19]([CH2:20][NH:21][C:22](=[O:23])[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[O:31])[CH2:40]1

Participants

5

Reactant 4

HCID 464Hippuric AcidHCID 6422Trifluoroacetic acid2×HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylate

Product 1

HCID 86646675HCID 86646675, compound

Procedure

The title compound was prepared as a TFA salt from the EDCI coupling of hippuric acid (Fluka) and 3-amino-azetidine-1-carboxylic acid tert-butyl ester (BetaPharm) followed by the de-protection of N-Boc by TFA using the procedures described in Example 1, steps D and E.

Sources & evidence

ORD record
ord-3408af5fbf6448bebc41521359bdf618
Source dataset
uspto-grants-2012_09
Patent number
US08269015B2

Reaction notes

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