N,N,N',N'-Tetramethylethylenediamine → HCID 178506647, compound

HRID 1762253Notes

Reaction equation

HRID 1762253 reaction equation
[C:1]1([S:7]([N:10]2[C:18]3[CH:17]=[CH:16][N:15]=[CH:14][C:13]=3[CH:12]=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CN(C)CCN(C)C.C([Li:31])(C)(C)C>O1CCCC1.CCCCC>[C:1]1([S:7]([N:10]2[C:18]3[CH:17]=[CH:16][N:15]=[CH:14][C:13]=3[CH:12]=[C:11]2[Li:31])(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 110106571-(Phenylsulfonyl)-1H-pyrrolo[3,2-c]pyridineHCID 178418306HCID 178418306, compound

Product 1

HCID 178506647HCID 178506647, compound

Reagents, catalysts & solvents 2

HCID 8003PentaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.645 g (2.5 mmols) of 1-benzenesulphonyl-1H-pyrrolo[3,2-c]pyridine and 0.755 ml (5 mmols) of tetramethylethylenediamine in 5 ml of tetrahydrofuran was cooled to -70° C. and 5 mmols of tert-butyl lithium in pentane were added, care being taken that the temperature did not exceed -60° C. The reaction medium was then stirred to obtain a solution of 1-benzenesulphonyl-2-lithio-1H-pyrrolo[3,2-c]pyridine which was used as such.

Workup

  1. customdid not exceed -60° C

Sources & evidence

ORD record
ord-4f6213eeae064dbf8619e63329f3de33
Source dataset
uspto-grants-1989_05
Patent number
US04831144

Reaction notes

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