1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 71186314, compound

HRID 712887Notes

Reaction equation

HRID 712887 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[CH2:13][CH:12]3[CH:10]([CH2:11]3)[CH:9]2[C:14](O)=[O:15])=[CH:5][CH:4]=1.Cl.[NH2:22][C@H:23]([C:25]1[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=1)[CH3:24].CCN=C=NCCCN(C)C.Cl>>[F:19][C:2]([F:1])([F:20])[C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[CH2:13][CH:12]3[CH:10]([CH2:11]3)[CH:9]2[C:14]([NH:22][C@H:23]([C:25]2[CH:34]=[CH:33][C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=2)[CH3:24])=[O:15])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 71186362HCID 71186362, compound

Product 1

HCID 71186314HCID 71186314, compoundYield 98.7%

Procedure

The title compound (D153) (85 mg) was prepared according to the general procedure for amides preparation (Method A) starting from 3-(4-(trifluoromethyl)benzyl)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid (D110) (55 mg) and (S)-methyl 4-(1-aminoethyl)benzoate hydrochloride (43.3 mg). (EDC.HCl: 1.05 eq; reaction time: 18 hrs; RT)

Sources & evidence

ORD record
ord-41bf38f919d84406a74e1504501cf632
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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