1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 178472544, compound

HRID 271320Notes

Reaction equation

HRID 271320 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([C:11]2[NH:15][N:14]=[N:13][N:12]=2)[CH:8]=[C:7]([Cl:16])[C:3]=1[C:4]([OH:6])=O.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.Cl.[CH2:41]([O:43][C:44](=[O:66])[C@@H:45]([NH2:65])[CH2:46][C:47]1[CH:52]=[CH:51][C:50]([N:53]2[C:61](=[O:62])[C:60]3[C:55](=[CH:56][CH:57]=[CH:58][C:59]=3[CH3:63])[C:54]2=[O:64])=[CH:49][CH:48]=1)[CH3:42]>ClCCl.C(N(CC)CC)C>[CH2:41]([O:43][C:44](=[O:66])[C@@H:45]([NH:65][C:4](=[O:6])[C:3]1[C:7]([Cl:16])=[CH:8][C:9]([C:11]2[NH:15][N:14]=[N:13][N:12]=2)=[CH:10][C:2]=1[Cl:1])[CH2:46][C:47]1[CH:48]=[CH:49][C:50]([N:53]2[C:61](=[O:62])[C:60]3[C:55](=[CH:56][CH:57]=[CH:58][C:59]=3[CH3:63])[C:54]2=[O:64])=[CH:51][CH:52]=1)[CH3:42]

Participants

7

Reactant 4

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 66960581(2S)-2-amino-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl]propionic acid ethylester hydrochlorideHCID 178524540HCID 178524540, compound

Product 1

HCID 178472544HCID 178472544, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

The mixture of 35 mg of 2,6-dichloro-4-tetrazolyl benzoic acid, 30 mg of 1-(3-dimehtylaminopropyl)-3-ethylcarbodiimide hydrochloride, 23 mg of 1-hydroxybenzotriazol hydrate, 15 mg of triethylamine, 35 mg of (2S) -2-amino-3-[4-(4-methyl-1,3-dioxo-1,3-dihydroisoindole-2-yl)phenyl] propionic acid ethylester hydrochloride and 5 ml of dichloromethane was stirred at room temperature for 3 days. The mixture was concentrated and suspended in a mixed solvent of water-acetonitrile containing 0.1% trifluoroacetic acid and then filtered to obtain the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. filtrationfiltered

Sources & evidence

ORD record
ord-ec2c917342434234b56c3b2e3fc22345
Source dataset
uspto-grants-2008_11
Patent number
US07452905B2

Reaction notes

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