Ammonium formate → 2-(4-fluorophenyl)-6-(hexahydropyrrolo[3,4-c]pyrrol-2-(1H)-yl)-3-(pyridazin-4-yl)-imidazo[1,2-b]pyridazine

HRID 515558Notes

Reaction equation

HRID 515558 reaction equation
C([N:8]1[CH2:12][CH:11]2[CH2:13][N:14]([C:16]3[CH:17]=[CH:18][C:19]4[N:20]([C:22]([C:32]5[CH:37]=[CH:36][N:35]=[N:34][CH:33]=5)=[C:23]([C:25]5[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=5)[N:24]=4)[N:21]=3)[CH2:15][CH:10]2[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[F:31][C:28]1[CH:27]=[CH:26][C:25]([C:23]2[N:24]=[C:19]3[CH:18]=[CH:17][C:16]([N:14]4[CH2:13][CH:11]5[CH:10]([CH2:9][NH:8][CH2:12]5)[CH2:15]4)=[N:21][N:20]3[C:22]=2[C:32]2[CH:37]=[CH:36][N:35]=[N:34][CH:33]=2)=[CH:30][CH:29]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 252046676-(5-benzylhexahydropyrrolo[3,4-c]pyrrol-2-(1H)-yl)-2-(4-fluorophenyl)-3-(pyridazin-4-yl)-imidazo[1,2-b]pyridazine

Product 1

HCID 252268022-(4-fluorophenyl)-6-(hexahydropyrrolo[3,4-c]pyrrol-2-(1H)-yl)-3-(pyridazin-4-yl)-imidazo[1,2-b]pyridazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The mixture of 1.2 g (2.4 mmol) of 6-(5-benzylhexahydropyrrolo[3,4-c]pyrrol-2-(1H)-yl)-2-(4-fluorophenyl)-3-(pyridazin-4-yl)-imidazo[1,2-b]pyridazine and 2.3 g (36 mmol) of ammonium formate in 40 ml of methanol is refluxed for 2 hours in the presence of palladium-on-charcoal (10%) containing 50% moisture.

Workup

  1. additioncontaining 50% moisture

Sources & evidence

ORD record
ord-8ff0a403a3b7460a8b88bed303394845
Source dataset
uspto-grants-2015_08
Patent number
US09108971B2

Reaction notes

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