2-Dimethylaminopyridine → HCID 59406959, compound

HRID 80714Notes

Reaction equation

HRID 80714 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[C:15]([CH3:16])=[C:14]([CH3:17])[C:13]([N:18]4[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]4)=[N:12][N:11]3[C:24]=2[I:25])=[CH:4][CH:3]=1.CN(C1C=CC=CN=1)C.[C:35](=O)([O:41]C(C)(C)C)[O:36][C:37]([CH3:40])([CH3:39])[CH3:38]>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]3[C:15]([CH3:16])=[C:14]([CH3:17])[C:13]([N:18]4[CH2:23][CH2:22][N:21]([C:35]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:41])[CH2:20][CH2:19]4)=[N:12][N:11]3[C:24]=2[I:25])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 218852-DimethylaminopyridineHCID 10219638Carbonic acid, bis(1,1-dimethylethyl) esterHCID 594069632-(4-Fluorophenyl)-3-iodo-7,8-dimethyl-6-piperazin-1-ylimidazo[1,2-b]pyridazine

Product 1

HCID 59406959HCID 59406959, compoundYield 78.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.70 g (1.55 mmol) of 2-(4-fluorophenyl)-3-iodo-7,8-dimethyl-6-piperazin-1-ylimidazo[1,2-b]pyridazine and 19 mg (0.16 mmol) of dimethylaminopyridine in 10 mL of tetrahydrofuran is treated with 0.41 g (1.9 mmol) of di-tert-butyl carbonate for 1 hour. The solvent is then evaporated off and the solid obtained is recrystallized from acetonitrile. 0.67 g of product is thus isolated after drying.

Workup

  1. customThe solvent is then evaporated off
  2. customthe solid obtained
  3. customis recrystallized from acetonitrile

Sources & evidence

ORD record
ord-9116dc6336ab4c4e9bb40f58c13e565f
Source dataset
uspto-grants-2014_09
Patent number
US08846676B2

Reaction notes

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