Ammonia → HCID 71612645, compound

HRID 1774948Notes

Reaction equation

HRID 1774948 reaction equation
[NH2:1][C:2]1([C:6]2[CH:11]=[CH:10][C:9]([C:12]3[N:13]=[C:14]4[C:19]([O:20][CH3:21])=[N:18][C:17]([C:22]([O:24]C)=O)=[CH:16][N:15]4[C:26]=3[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3]1.[NH3:33]>>[NH2:1][C:2]1([C:6]2[CH:7]=[CH:8][C:9]([C:12]3[N:13]=[C:14]4[C:19]([O:20][CH3:21])=[N:18][C:17]([C:22]([NH2:33])=[O:24])=[CH:16][N:15]4[C:26]=3[C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:10][CH:11]=2)[CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 71657277HCID 71657277, compound

Product 1

HCID 71612645HCID 71612645, compound

Procedure

A solution of methyl 2-[4-(1-aminocyclobutyl)phenyl]-8-methoxy-3-phenylimidazo-[1,2-a]pyrazine-6-carboxylate [Example 7] (65 mg, 0.09 mmol, 80% purity (UPLC area-%), 1.0 eq) in 1.73 mL ammonia (7 M solution in methanol, ˜100 eq) was heated to 130° C. for 2 h in a single mode microwave oven. The volatile components were removed by the use of a rotary evaporator. The solvent was using a rotary evaporator and the crude material was purified via MPLC (Biotage Isolera, 10 g Snap-cartridge; eluent: DCM→DCM/ethanol (8/2)) to deliver 22 mg (43%) of the title compound.

Workup

  1. customThe volatile components were removed by the use of a rotary evaporator
  2. customa rotary evaporator
  3. customthe crude material was purified via MPLC (Biotage Isolera, 10 g Snap-cartridge; eluent: DCM→DCM/ethanol (8/2))

Sources & evidence

ORD record
ord-a1755bc6c7a24eee98331956c97faec5
Source dataset
uspto-grants-2016_02
Patent number
US09260435B2

Reaction notes

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