Ammonia → BAY-1125976.

HRID 1501354Notes

Reaction equation

HRID 1501354 reaction equation
[NH2:1][C:2]1([C:6]2[CH:11]=[CH:10][C:9]([C:12]3[N:13]=[C:14]4[CH:19]=[CH:18][C:17]([C:20](OCC)=[O:21])=[N:16][N:15]4[C:25]=3[C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3]1.[NH3:32]>CO>[NH2:1][C:2]1([C:6]2[CH:7]=[CH:8][C:9]([C:12]3[N:13]=[C:14]4[CH:19]=[CH:18][C:17]([C:20]([NH2:32])=[O:21])=[N:16][N:15]4[C:25]=3[C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)=[CH:10][CH:11]=2)[CH2:3][CH2:4][CH2:5]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 70818063HCID 70818063, compound

Product 1

HCID 70817911BAY-1125976.Yield 72%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of ethyl 2-[4-(1-aminocyclobutyl)phenyl]-3-phenylimidazo[1,2-b]pyridazine-6-carboxylate that was prepared in a manner analgous to that described for Example 4, (1.00 g, 93% purity) and ammonia (17.3 mL of a 7M solution in methanol) was heated at 130° C. under microwave irradiation for 5 hours. The volatile components were removed by distillation under reduced pressure. Crystallization from methanol/diisopropyl ether gave the title compound (672 mg, 72% yield) as a yellow solid.

Workup

  1. customwas prepared in a manner analgous to
  2. customThe volatile components were removed by distillation under reduced pressure
  3. customCrystallization from methanol/diisopropyl ether

Sources & evidence

ORD record
ord-4f2712dc3ae346568935433926e5d83c
Source dataset
uspto-grants-2015_12
Patent number
US09206185B2

Reaction notes

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