1-Heptanamine → HCID 19010763, compound

HRID 1741856Notes

Reaction equation

HRID 1741856 reaction equation
[C:1]([CH:4]([NH:6][C:7]1[CH:8]=[C:9]([CH:29]=[CH:30][CH:31]=1)[C:10]([C:12]1[CH:13]=[C:14]([CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:15]2[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]2)=[O:11])[CH3:5])(O)=[O:2].[CH2:32]([NH2:39])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>ClCCl>[CH2:32]([NH:39][C:1]([CH:4]([NH:6][C:7]1[CH:8]=[C:9]([CH:29]=[CH:30][CH:31]=1)[C:10]([C:12]1[CH:13]=[C:14]([CH2:21][CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:15]2[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]2)=[O:11])[CH3:5])=[O:2])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]

Participants

6

Reactant 4

HCID 81271-HeptanamineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 19010734HCID 19010734, compound

Product 1

HCID 19010763HCID 19010763, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of ethyl 4- [1- [3- [(1-carboxyethyl)amino]benzoyl]indolizin-3-yl]butyrate (60 mg), heptylamine (16 mg) and 1-hydroxybenzotriazole (20 mg) in dichloromethane (3 ml) was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (30 mg). The mixture was stirred for 3 hours at room temperature, evaporated and dissolved in ethyl acetate (10 ml). The solution was washed with diluted hydrochloric acid and water and dried over magnesium sulfate. The solvent was removed under reduced pressure to give ethyl 4-[1-[3-[[1(heptylcarbamoyl)ethyl]amino]benzoyl]indolizin-3-yl]butyrate (70 mg) as a yellow oil.

Workup

  1. customevaporated
  2. dissolutiondissolved in ethyl acetate (10 ml)
  3. washThe solution was washed with diluted hydrochloric acid and water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-224716c40461465487c25de2bf2df0f3
Source dataset
uspto-grants-1994_08
Patent number
US05334716

Reaction notes

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