Hydrazine hydrate (1:1) → HCID 66691463, compound

HRID 1773631Notes

Reaction equation

HRID 1773631 reaction equation
F[C:2]1[CH:9]=[C:8]([C:10]2[N:14]3[N:15]=[C:16]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH:17]=[C:18]([NH:19][CH2:20][CH:21]([CH3:23])[CH3:22])[C:13]3=[N:12][CH:11]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].O.[NH2:31][NH2:32]>C(O)CCC>[NH2:5][C:4]1[C:3]2[C:2](=[CH:9][C:8]([C:10]3[N:14]4[N:15]=[C:16]([C:24]5[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=5)[CH:17]=[C:18]([NH:19][CH2:20][CH:21]([CH3:23])[CH3:22])[C:13]4=[N:12][CH:11]=3)=[CH:7][CH:6]=2)[NH:32][N:31]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 66691251HCID 66691251, compound

Product 1

HCID 66691463HCID 66691463, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 46 mg (119 μmol) 2-fluoro-4-[8-(isobutylamino)-6-phenylimidazo[1,2-b]pyridazin-3-yl]benzonitrile which was prepared according to intermediate example 11a in 2.5 mL n-butanol were added 232 μL hydrazine hydrate and the mixture was heated at 120° C. overnight. The precipitate was filtered, washed with 2-propanol and dried to give 26.5 mg (53%) of the title compound.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with 2-propanol
  3. customdried

Sources & evidence

ORD record
ord-4fb47d87c6464ca9ad2ddfe4ff2c5615
Source dataset
uspto-grants-2016_02
Patent number
US09255100B2

Reaction notes

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