1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 4-Methoxy-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-3-trifluoromethyl-benzamide

HRID 1893304Notes

Reaction equation

HRID 1893304 reaction equation
CCN=C=NCCCN(C)C.OC(C(F)(F)F)=O.[NH2:19][CH2:20][C:21]([NH:23][CH:24]1[CH2:27][N:26]([CH:28]2[CH2:33][CH2:32][CH:31]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH2:30][CH2:29]2)[CH2:25]1)=[O:22].[CH3:40][O:41][C:42]1[CH:50]=[CH:49][C:45]([C:46](O)=[O:47])=[CH:44][C:43]=1[C:51]([F:54])([F:53])[F:52]>>[CH3:40][O:41][C:42]1[CH:50]=[CH:49][C:45]([C:46]([NH:19][CH2:20][C:21](=[O:22])[NH:23][CH:24]2[CH2:27][N:26]([CH:28]3[CH2:33][CH2:32][CH:31]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[CH2:30][CH2:29]3)[CH2:25]2)=[O:47])=[CH:44][C:43]=1[C:51]([F:52])([F:53])[F:54]

Participants

4

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 27752954-Methoxy-3-(trifluoromethyl)benzoic acidHCID 866466812-Amino-N-[1-(4-phenyl-cyclohexyl)-azetidin-3-yl]-acetamide TFA salt

Product 1

HCID 497632234-Methoxy-N-{[1-(4-phenyl-cyclohexyl)-azetidin-3-ylcarbamoyl]-methyl}-3-trifluoromethyl-benzamide

Procedure

The title compound was prepared as a white solid from EDCI coupling of 2-amino-N-[1-(4-phenyl-cyclohexyl)-azetidin-3-yl]-acetamide TFA salt (as prepared in Step D of Example 66) and 4-methoxy-3-trifluoromethyl-benzoic acid (Aldrich) using the procedure described in Step F of Example 1.

Sources & evidence

ORD record
ord-1a7d989be0954aab8f24864860b53d78
Source dataset
uspto-grants-2013_08
Patent number
US08513229B2

Reaction notes

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