Ammonia → HCID 70818014, compound

HRID 1501326Notes

Reaction equation

HRID 1501326 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1([C:13]2[CH:18]=[CH:17][C:16]([C:19]3[N:20]=[C:21]4[C:26]([O:27][CH3:28])=[CH:25][C:24]([C:29]([O:31]C)=O)=[N:23][N:22]4[C:33]=3[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:15][CH:14]=2)[CH2:12][CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH3:40]>CO.C1COCC1>[C:29]([C:24]1[CH:25]=[C:26]([O:27][CH3:28])[C:21]2[N:22]([C:33]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)=[C:19]([C:16]3[CH:17]=[CH:18][C:13]([C:9]4([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:12][CH2:11][CH2:10]4)=[CH:14][CH:15]=3)[N:20]=2)[N:23]=1)(=[O:31])[NH2:40]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 70817992HCID 70817992, compound

Product 1

HCID 70818014HCID 70818014, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl 2-(4-{1-[(tert-butoxycarbonyl)amino]cyclobutyl}phenyl)-8-methoxy-3-phenylimidazo[1,2-b]pyridazine-6-carboxylate that was prepared in a manner analgous to that described for Intermediate Example Int-9 (0.20 g, 0.38 mmol) in a solution of ammonia in MeOH (7 N, 15 mL) and THF (1 mL) was irradiated in a microwave apparatus at 130° C. for 90 min. The solids were collected by filtration to give tert-butyl {1-[4-(6-carbamoyl-8-methoxy-3-phenylimidazo[1,2-b]pyridazin-2-yl)phenyl]cyclobutyl}carbamate (0.12 g, 63%):

Workup

  1. customwas prepared in a manner analgous to
  2. customwas irradiated in a microwave apparatus at 130° C. for 90 min
  3. filtrationThe solids were collected by filtration

Sources & evidence

ORD record
ord-f2998bd7d82142979e569d68c39cbbbc
Source dataset
uspto-grants-2015_12
Patent number
US09206185B2

Reaction notes

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