1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59361639, compound

HRID 2096233Notes

Reaction equation

HRID 2096233 reaction equation
CCN=C=NCCCN(C)C.[C:12]([O:16][C:17]([N:19]1[CH2:22][CH:21]([NH2:23])[CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13].[F:24][C:25]([F:44])([F:43])[C:26]1[CH:27]=[C:28]([CH:36]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:38]=1)[C:29]([NH:31][CH2:32][C:33](O)=[O:34])=[O:30]>>[C:12]([O:16][C:17]([N:19]1[CH2:22][CH:21]([NH:23][C:33](=[O:34])[CH2:32][NH:31][C:29](=[O:30])[C:28]2[CH:36]=[C:37]([C:39]([F:42])([F:41])[F:40])[CH:38]=[C:26]([C:25]([F:24])([F:43])[F:44])[CH:27]=2)[CH2:20]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

Participants

4

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylateHCID 2797421Glycine, N-[3,5-bis(trifluoromethyl)benzoyl]-

Product 1

HCID 59361639HCID 59361639, compound

Procedure

The title compounds were prepared as white solids from EDCI coupling between 3-amino-azetidine-1-carboxylic acid tert-butyl ester and (3,5-bistrifluoromethyl-benzoylamino)-acetic acid (prepared by the method similar to Ingersoll, A. W. et. al., Organic Syntheses 1932, XII, 40-2) using the procedure described in Step C of Example 1.

Workup

  1. customprepared by the method similar to Ingersoll

Sources & evidence

ORD record
ord-52c8719571a74034a9d87f638f339061
Source dataset
uspto-grants-2013_05
Patent number
US08450304B2

Reaction notes

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