1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 3-[2-(1-Methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetylamino]-azetidine-1-carboxylic acid tert-butyl ester

HRID 2089150Notes

Reaction equation

HRID 2089150 reaction equation
CCN=C=NCCCN(C)C.[CH3:12][N:13]1[C:21]2[C:16](=[CH:17][C:18]([C:22]([F:25])([F:24])[F:23])=[CH:19][CH:20]=2)[C:15]([NH:26][CH2:27][C:28]([OH:30])=O)=[N:14]1.[C:31]([O:35][C:36]([N:38]1[CH2:41][CH:40]([NH2:42])[CH2:39]1)=[O:37])([CH3:34])([CH3:33])[CH3:32]>>[C:31]([O:35][C:36]([N:38]1[CH2:41][CH:40]([NH:42][C:28](=[O:30])[CH2:27][NH:26][C:15]2[C:16]3[C:21](=[CH:20][CH:19]=[C:18]([C:22]([F:23])([F:24])[F:25])[CH:17]=3)[N:13]([CH3:12])[N:14]=2)[CH2:39]1)=[O:37])([CH3:34])([CH3:32])[CH3:33]

Participants

4

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylateHCID 67478753(1-Methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetic acid

Product 1

HCID 674791243-[2-(1-Methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetylamino]-azetidine-1-carboxylic acid tert-butyl ester

Procedure

The title compound was prepared as white foam from EDCI coupling of (1-methyl-5-trifluoromethyl-1H-indazol-3-ylamino)-acetic acid (as prepared in the previous step) and 3-amino-azetidine-1-carboxylic acid tert-butyl ester using the procedure described in Step C of Example 1.

Sources & evidence

ORD record
ord-e31ea696cce24aa68c6eca3c84a47c75
Source dataset
uspto-grants-2013_05
Patent number
US08436023B2

Reaction notes

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