1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 178437827, compound

HRID 43446Notes

Reaction equation

HRID 43446 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4][C@H:3]1[O:15][CH3:16].[CH2:17]([C:19]1[NH:23][C:22]([C:24](O)=[O:25])=[N:21][C:20]=1[CH3:27])[CH3:18].CCN=C=NCCCN(C)C.Cl>CN(C1C=CN=CC=1)C>[CH2:17]([C:19]1[NH:23][C:22]([C:24]([NH:1][C@H:2]2[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9])[CH2:4][C@H:3]2[O:15][CH3:16])=[O:25])=[N:21][C:20]=1[CH3:27])[CH3:18]

Participants

5

Reactant 3

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 57362389(3R,4S)-4-Amino-1-boc-3-methoxypiperidine2×HCID 178437828HCID 178437828, compound

Product 1

HCID 178437827HCID 178437827, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

The same operation as in Example (1g) was performed using tert-butyl cis(±)-4-amino-3-methoxypiperidine-1-carboxylate obtained by the method described in Example (1e) (0.77 g, 3.32 mmol), 5-ethyl-4-methyl-1H-imidazole-2-carboxylic acid obtained in Example (15e) (0.26 g, 1.66 mmol), WSC hydrochloride (1.85 g, 9.65 mmol) and DMAP (0.2 g, 1.64 mmol), to obtain 0.43 g of the title compound as a white foamy substance (70%).

Workup

  1. customobtained by the method

Sources & evidence

ORD record
ord-d4a7febb6a0f437596f41bf3dd014eff
Source dataset
uspto-grants-2013_09
Patent number
US08536197B2

Reaction notes

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