Potassium tert-butoxide → HCID 66958729, compound

HRID 1364052Notes

Reaction equation

HRID 1364052 reaction equation
CC(C)([O-])C.[K+].[Br:7][C:8]1[CH:9]=[CH:10][C:11]2[C:12]3[N:20]([CH2:21][CH2:22][CH2:23][NH:24][C:25](=[O:31])[O:26][C:27]([CH3:30])([CH3:29])[CH3:28])[C:19]([CH2:32]Cl)=[N:18][C:13]=3[CH:14]=[N:15][C:16]=2[CH:17]=1>C1COCC1>[Br:7][C:8]1[CH:17]=[C:16]2[C:11]([C:12]3[N:20]4[CH2:21][CH2:22][CH2:23][N:24]([C:25]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:31])[CH2:32][C:19]4=[N:18][C:13]=3[CH:14]=[N:15]2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 66958478HCID 66958478, compound

Product 1

HCID 66958729HCID 66958729, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Potassium tert-butoxide (110 mL of a 1 M solution in THF) was added to a solution of tert-butyl 3-[7-bromo-2-(chloromethyl)-1H-imidazo[4,5-c]quinolin-1-yl]propylcarbamate (41.63 g, 91.74 mmol) in THF (400 mL). The reaction was stirred for ten minutes at ambient temperature and concentrated under reduced pressure to provide tert-butyl 3-bromo-11,12-dihydro-8H-[1,4]diazepino[1′,2′:1,2]imidazo[4,5-c]quinoline-9(10H)-carboxylate in a crude mixture which was used without purification in Part E.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0f8dcd08a47b4280b8062ba6ab855a88
Source dataset
uspto-grants-2011_02
Patent number
US07888349B2

Reaction notes

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