Cyclohexane → HCID 21183758, compound

HRID 1384829Notes

Reaction equation

HRID 1384829 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:20][C:21]1[CH:29]=[CH:28][C:27]2[N:26]([CH2:30][O:31][CH3:32])[C:25]3[C:33](=[O:45])[N:34]([C:39]4[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=4)[N:35]=[C:36]([CH2:37]O)[C:24]=3[C:23]=2[CH:22]=1.[Br:46]C(Br)(Br)Br.C1CCCCC1>ClCCl>[Br:46][CH2:37][C:36]1[C:24]2[C:23]3[CH:22]=[C:21]([F:20])[CH:29]=[CH:28][C:27]=3[N:26]([CH2:30][O:31][CH3:32])[C:25]=2[C:33](=[O:45])[N:34]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[N:35]=1

Participants

6

Reactant 4

HCID 8078CyclohexaneHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 21183745HCID 21183745, compound

Product 1

HCID 21183758HCID 21183758, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.5 g (17.1 mmol) of triphenylphosphine are added to a solution of 3.2 g (9 mmol) of 8-fluoro-1-(hydroxymethyl)-5-(methoxymethyl)-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indol-4-one and of 6.3 g (19 mmol) of tetrabromomethane in 200 ml of dichloromethane. The mixture is stirred for 2 h, 50 ml of cyclohexane are added and the precipitate is collected by filtration and dried under reduced pressure. 2.9 g (7 mmol) of solid are isolated, which solid is used as is in the following stage.

Workup

  1. filtrationthe precipitate is collected by filtration
  2. customdried under reduced pressure

Sources & evidence

ORD record
ord-a124fd306d6348dda51865ce40b23eb2
Source dataset
uspto-grants-2001_07
Patent number
US06262045B1

Reaction notes

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