Ethylmorpholine → HCID 70095600, compound

HRID 2257995Notes

Reaction equation

HRID 2257995 reaction equation
[ClH:1].[NH2:2][N:3]=[CH:4][C:5]1[CH:27]=[CH:26][C:8]([CH2:9][CH2:10][C:11]([C:21]([O:23][CH2:24][CH3:25])=[O:22])([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12][C:13](O)=[O:14])=[CH:7][CH:6]=1.Cl.[CH3:29][O:30][C:31](=[O:34])[CH2:32][NH2:33].F[B-](F)(F)F.C(CCOC(C=NOC(N(C)C)=[N+](C)C)=O)#N.C(N1CCOCC1)C>CN(C)C=O>[ClH:1].[CH3:29][O:30][C:31](=[O:34])[CH2:32][NH:33][C:13](=[O:14])[CH2:12][C:11]([C:21]([O:23][CH2:24][CH3:25])=[O:22])([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:10][CH2:9][C:8]1[CH:7]=[CH:6][C:5]([CH:4]=[N:3][NH2:2])=[CH:27][CH:26]=1

Participants

6

Reactant 4

HCID 7525EthylmorpholineHCID 122755Glycine methyl ester hydrochlorideHCID 67725509HCID 67725509, compoundHCID 86751169HCID 86751169, compound

Product 1

HCID 70095600HCID 70095600, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

10.5 g of 4-[4-(aminoiminomethyl)benzyl]-3,3-bisethoxycarbonylbutyric acid hydrochloride are dissolved in 500 ml of dimethylformamide. 3.75 g of glycine methyl ester hydrochloride, 9.83 g of O-[(cyanoethoxycarbonylmethylene)amino]-N,N,N',N'-tetramethyluronium tetrafluoroborate (TOTU) and 11.5 ml of N-ethylmorpholine are then added successively. The mixture is stirred for 24 h and the solvent is then stripped off in vacuo. The oily residue is chromatographed on silica gel using dichloromethane/methanol/water/acetic acid (100:10:1:1). The fractions containing the product are combined and concentrated.

Workup

  1. customThe oily residue is chromatographed on silica gel
  2. additionThe fractions containing the product
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-aa1f91494c344cf0b8d1c9491eb1ac98
Source dataset
uspto-grants-1997_08
Patent number
US05658935

Reaction notes

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