Sodium Carbonate → HCID 178513260, compound

HRID 718633Notes

Reaction equation

HRID 718633 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:8]3[N:9]([C:13]([C:28]4[CH:29]=[CH:30][C:31]([C:34]#[N:35])=[N:32][CH:33]=4)=[C:14]([C:16]#[C:17][C:18]4[CH:27]=[CH:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[N:19]=4)[N:15]=3)[N:10]=[CH:11][CH:12]=2)[CH2:3][CH2:2]1.Cl.[NH2:37][OH:38].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[OH:38][NH:37][C:34](=[NH:35])[C:31]1[CH:30]=[CH:29][C:28]([C:13]2[N:9]3[N:10]=[CH:11][CH:12]=[C:7]([N:4]4[CH2:3][CH2:2][O:1][CH2:6][CH2:5]4)[C:8]3=[N:15][C:14]=2[C:16]#[C:17][C:18]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=2)=[CH:33][N:32]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 1177283575-(8-Morpholino-2-(2-(quinolin-2-yl)ethynyl)imidazo[1,2-b]pyridazin-3-yl)picolinonitrile

Product 1

HCID 178513260HCID 178513260, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of compound 39a (0.20 g, 0.44 mmol), hydroxylamine hydrochloride (0.20 g, 2.9 mmol) and sodium carbonate (0.20 g, 1.9 mmol,) in ethanol (4 mL) was stirred at 80° C. for 1 h. The reaction mixture was cooled to rt, and the solids formed were collected by filtration and washed with Et2O (2×30 mL) to obtain compound 42a as a yellow solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C27H22N8O2: 491.2 (M+H). Found: 491.2.

Workup

  1. temperatureThe reaction mixture was cooled to rt
  2. customthe solids formed
  3. filtrationwere collected by filtration
  4. washwashed with Et2O (2×30 mL)

Sources & evidence

ORD record
ord-9ae20c63f5c24d79a381724969cd131e
Source dataset
uspto-grants-2015_11
Patent number
US09193736B2

Reaction notes

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