Ethylmorpholine → HCID 72280670, compound

HRID 501489Notes

Reaction equation

HRID 501489 reaction equation
[C:1]1([S:11]([N:14]2[CH:18]([C:19](O)=[O:20])[CH2:17][CH:16]3[CH2:22][CH2:23][CH2:24][CH:15]23)(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.ClC(OCC)=O.C(N1CCOCC1)C.C[Si]([NH:43][OH:44])(C)C>CN(C=O)C>[OH:44][NH:43][C:19]([CH:18]1[N:14]([S:11]([C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)(=[O:13])=[O:12])[CH:15]2[CH2:24][CH2:23][CH2:22][CH:16]2[CH2:17]1)=[O:20]

Participants

6

Reactant 4

HCID 7525EthylmorpholineHCID 10928Ethyl chloroformateHCID 21936899N-Hydroxy-1,1,1-trimethylsilanamineHCID 68461196HCID 68461196, compound

Product 1

HCID 72280670HCID 72280670, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

200 mg (0.56 mmol) of 1-(naphthaline-1-sulfonyl)octahydrocyclopenta[b]pyrrole-2-carboxylic acid were dissolved in 10 ml of DMF, after which 0.61 mmol of ethyl chloroformate, 1.23 mmol of N-ethylmorpholine and 1.68 mmol of trimethylsilylhydroxylamine were added. After the mixture had been heated at 80° C. for 6 h, the solvent was removed under reduced pressure and the crude product was purified using chromatographic methods.

Workup

  1. customthe solvent was removed under reduced pressure
  2. customthe crude product was purified

Sources & evidence

ORD record
ord-cb3fdb36be514b8293568cd8375ce0aa
Source dataset
uspto-grants-2010_08
Patent number
US07772270B2

Reaction notes

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