Ethylmorpholine → HCID 178499406, compound

HRID 1490095Notes

Reaction equation

HRID 1490095 reaction equation
[NH:1]([C:5]1[CH:22]=[CH:21][C:8]([C:9]([O:11]C2C=CC([N+]([O-])=O)=CC=2)=O)=[CH:7][CH:6]=1)[C:2]([NH2:4])=[NH:3].[ClH:23].[NH2:24][CH2:25][CH2:26][CH2:27][N:28]1[CH2:32][C:31](=[O:33])[N:30]([CH:34]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:35]([O:37][CH3:38])=[O:36])[C:29]1=[O:45].C1C=CC2N(O)N=NC=2C=1.C(N1CCOCC1)C>CN(C)C=O>[ClH:23].[NH:1]([C:5]1[CH:6]=[CH:7][C:8]([C:9]([NH:24][CH2:25][CH2:26][CH2:27][N:28]2[CH2:32][C:31](=[O:33])[N:30]([CH:34]([C:39]3[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=3)[C:35]([O:37][CH3:38])=[O:36])[C:29]2=[O:45])=[O:11])=[CH:21][CH:22]=1)[C:2]([NH2:4])=[NH:3]

Participants

6

Reactant 4

HCID 7525EthylmorpholineHCID 757711-HydroxybenzotriazoleHCID 86751446HCID 86751446, compoundHCID 178512546HCID 178512546, compound

Product 1

HCID 178499406HCID 178499406, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

384 mg (1.14 mmol) of 4-nitrophenyl 4-guanidinobenzoate, 390 mg (1.14 mmol) of methyl (3-(3-aminopropyl)-2,5-dioxoimidazolidin-1-yl)phenylacetate hydrochloride, 55 mg (0.4 mmol) of HOBt and 140 mg (1.2 mmol) of N-ethylmorpholine are stirred at room temperature for 5 h in 10 ml of dimethylformamide. Following concentration, chromatography takes place, for purification, on silica gel using a mixture of methylene chloride, methanol, glacial acetic acid and water=85:15:2:2. The fractions containing the pure substance are concentrated and freeze dried.

Workup

  1. concentrationconcentration, chromatography
  2. customfor purification
  3. additionon silica gel using a mixture of methylene chloride, methanol, glacial acetic acid and water=85:15:2:2
  4. additionThe fractions containing the pure substance
  5. concentrationare concentrated
  6. customfreeze dried

Sources & evidence

ORD record
ord-50e3f9366d2145afa21ccaaeb3ffea4c
Source dataset
uspto-grants-1997_10
Patent number
US05681838

Reaction notes

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