Acetonitrile → HCID 178491438, compound

HRID 1792649Notes

Reaction equation

HRID 1792649 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][N:8]=2)[CH2:3][CH2:2]1.Br[CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28](=[O:30])[CH3:29])=[CH:24][C:23]=1[O:31][CH3:32].C(#N)C>O>[NH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:7]([CH:4]2[CH2:3][CH2:2][N:1]([CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]3[CH:27]=[CH:26][C:25]([C:28](=[O:30])[CH3:29])=[CH:24][C:23]=3[O:31][CH3:32])[CH2:6][CH2:5]2)=[N:8]1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 144071711-[4-(4-Bromobutoxy)3-methoxyphenyl]ethanoneHCID 178419920HCID 178419920, compound

Product 1

HCID 178491438HCID 178491438, compoundYield 78.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-(4-piperidinyl)-1H indazole (3.2 g, 0.016 mol), 1-[4-(4-bromobutoxy)-3-methoxyphenyl]ethanone (5.0 g, 0.016 mol) K2CO3 (2.2) and acetonitrile (100 ml) was stirred and refluxed for 6hours. The reaction was poured into water and the resulting yellow solid that formed was collected to afford 5.3 g of product. The compound was recrystallized from acetonitrile and then from ethyl acetate to yield 3.0 g (45%) of a slightly yellow solid of 1-[4-[4-[4-(1H-indazol-3-yl)-1-piperidiyl]butoxy]-3-methoxyphenyl]ethanone, m.p.=133°-135° C.

Workup

  1. temperaturerefluxed for 6hours
  2. customthe resulting yellow solid that formed
  3. customwas collected

Sources & evidence

ORD record
ord-cf3d490e3c1740dcb95fa4f3726cdaa6
Source dataset
uspto-grants-2006_07
Patent number
USRE039198E1

Reaction notes

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