1-Aziridinecarboxamide, N,N-dimethyl- → HCID 19783698, compound

HRID 257684Notes

Reaction equation

HRID 257684 reaction equation
C([N-]C(C)C)(C)C.[Li+].[F:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[N:11]=1.CN(C(N1CC1)=O)C.[CH2:25]([CH:28]1[CH2:33][CH2:32][CH:31]([CH:34]2[CH2:39][CH2:38][CH:37]([CH2:40][CH2:41]I)[CH2:36][CH2:35]2)[CH2:30][CH2:29]1)[CH2:26][CH3:27]>C1COCC1.CCCCCC.C1COCC1>[CH2:25]([CH:28]1[CH2:33][CH2:32][CH:31]([CH:34]2[CH2:35][CH2:36][CH:37]([CH2:40][CH2:41][C:15]3[C:10]([F:9])=[N:11][C:12]([F:16])=[CH:13][CH:14]=3)[CH2:38][CH2:39]2)[CH2:30][CH2:29]1)[CH2:26][CH3:27]

Participants

7

Reactant 4

HCID 194701-Aziridinecarboxamide, N,N-dimethyl-HCID 739342,6-DifluoropyridineHCID 2724682Lithium diisopropylamideHCID 19783703HCID 19783703, compound

Product 1

HCID 19783698HCID 19783698, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21883165Tetrahydrofuran hexaneSolvent

Procedure

A solution of 0.02 mol of lithium diisopropylamide in THF/hexane (prepared analogously to Example 1) is added dropwise at 25° C. to a mixture of 0.2 mol of 2,6-difluoropyridine, 0.02 mol of N,N-dimethylethyleneurea, 0.02 mol of 2-(4'-propylbicyclohexyl-4-yl)-1-iodoethane and 25 ml of THF. Stirring for 1.5 hours and workup as described in Example 1 give the pure product.

Workup

  1. customgive the pure product

Sources & evidence

ORD record
ord-d0850401c4594b03995c52e0bc0b2c5f
Source dataset
uspto-grants-1993_11
Patent number
US05262556

Reaction notes

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