1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 178513637, compound

HRID 1443392Notes

Reaction equation

HRID 1443392 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][NH:13]3)[NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:18]([C:21]1[CH:26]=[CH:25][C:24]([CH2:27][CH:28]([NH:32][C:33]([O:35][CH2:36][CH:37]2[C:49]3[CH:48]=[CH:47][CH:46]=[CH:45][C:44]=3[C:43]3[C:38]2=[CH:39][CH:40]=[CH:41][CH:42]=3)=[O:34])[C:29](O)=[O:30])=[CH:23][CH:22]=1)(=[O:20])[NH2:19].O.OC1C2N=NNC=2C=CC=1.Cl.CN(C)CCCN=C=NCC>CN(C)C=O>[CH:48]1[C:49]2[CH:37]([CH2:36][O:35][C:33](=[O:34])[NH:32][CH:28]([CH2:27][C:24]3[CH:23]=[CH:22][C:21]([C:18](=[O:20])[NH2:19])=[CH:26][CH:25]=3)[C:29](=[O:30])[N:13]3[CH2:14][CH2:15][CH2:16][CH2:17][CH:12]3[C:9]3[NH:10][CH:11]=[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[N:8]=3)[C:38]3[C:43](=[CH:42][CH:41]=[CH:40][CH:39]=3)[C:44]=2[CH:45]=[CH:46][CH:47]=1

Participants

6

Reactant 4

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 69156963-(4-carbamoylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic AcidHCID 178420113HCID 178420113, compoundHCID 178526939HCID 178526939, compound

Product 1

HCID 178513637HCID 178513637, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 138 mg (0.5 mmol) of 2-(4-Phenyl-1H-imidazol-2-yl)-piperidine, 215 mg (0.5 mmol) of 3-(4-Carbamoyl-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid, 135 mg (1.0 mmol) of hydroxybenzotriazole hydrate, 115 mg (0.6 mmol) of 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride was added 2 mL of dimethylformamide. The resulting mixture was allowed to stir at room temperature under argon overnight. The mixture was then partitioned between ethyl acetate and water. The organic layer was separated, dried over MgSO4 and concentrated to a yellow oil which was used for the next step without further purification.

Workup

  1. customThe mixture was then partitioned between ethyl acetate and water
  2. customThe organic layer was separated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated to a yellow oil which
  5. customwas used for the next step without further purification

Sources & evidence

ORD record
ord-5f179a578af94aedbfed511fac85286e
Source dataset
uspto-grants-2010_02
Patent number
US07659402B2

Reaction notes

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