Acetonitrile → HCID 178491439, compound

HRID 1792655Notes

Reaction equation

HRID 1792655 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[N:7][NH:8]2)=[CH:4][CH:3]=1.Br[CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([C:29](=[O:31])[CH3:30])=[CH:25][C:24]=1[O:32][CH3:33].C([O-])([O-])=O.[K+].[K+].C(#N)C>O>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH:11]3[CH2:16][CH2:15][N:14]([CH2:18][CH2:19][CH2:20][CH2:21][O:22][C:23]4[CH:28]=[CH:27][C:26]([C:29](=[O:31])[CH3:30])=[CH:25][C:24]=4[O:32][CH3:33])[CH2:13][CH2:12]3)=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 144071711-[4-(4-Bromobutoxy)3-methoxyphenyl]ethanoneHCID 178505426HCID 178505426, compound

Product 1

HCID 178491439HCID 178491439, compoundYield 84.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred of mixture of 6-fluoro-3-(4-piperidinyl)-1H-indazole (1.9 g, 0.0086 mol), 1-[4-(4-bromobutoxy)-3-methoxyphenyl]ethanone 2.6 g, 0.0086 mol), K2CO3 (1.2 g), and acetonitrile (7.5 ml) was refluxed for 6 hr. The reaction was poured into water and a white solid settled from solution. This was collected, dried and afforded 3.2 g of product. The product was recrystallized from ethanol to yield 2.7 g (71%) of 1-[4-[4-[4-(6-fluoro-1H-indazol-3-yl)-1-piperidinyl]butoxy-3-methoxyphenyl]ethanone as glistening white flakes, m.p.=158°-160° C.

Workup

  1. temperaturewas refluxed for 6 hr
  2. customThis was collected
  3. customdried

Sources & evidence

ORD record
ord-f179e8ff9b0f432bbcb08ea2903d29f0
Source dataset
uspto-grants-2006_07
Patent number
USRE039198E1

Reaction notes

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