1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 117966958, compound

HRID 712820Notes

Reaction equation

HRID 712820 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][C:11]2([CH2:13][CH2:12]2)[CH2:10][C:9]1([CH3:19])[C:16](O)=[O:17])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[NH2:21][C@H:22]([C:24]1[CH:33]=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[CH:26][CH:25]=1)[CH3:23].CCN=C=NCCCN(C)C.Cl>>[CH3:31][O:30][C:28]([C:27]1[CH:32]=[CH:33][C:24]([C@@H:22]([NH:21][C:16]([C:9]2([CH3:19])[N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:15][CH2:14][C:11]3([CH2:12][CH2:13]3)[CH2:10]2)=[O:17])[CH3:23])=[CH:25][CH:26]=1)=[O:29]

Participants

4

Reactant 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57462942(S)-Methyl 4-(1-aminoethyl)benzoate hydrochlorideHCID 71187300HCID 71187300, compound

Product 1

HCID 117966958HCID 117966958, compoundYield 27.4%

Procedure

The title compound (D57) (25 mg) was prepared according to the general procedure for amides preparation (Method A) starting from 6-(tert-butoxycarbonyl)-5-methyl-6-azaspiro[2.5]octane-5-carboxylic acid (D6) (57 mg) and (S)-methyl 4-(1-aminoethyl)benzoate hydrochloride (46 mg). EDC.HCl: 1.1 eq, Reaction time: 48 hrs.

Workup

  1. custom48 hrs

Sources & evidence

ORD record
ord-11b4e3d3352b48c986b23fb1e562d95e
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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