Trifluoroacetic acid → 5-((3R,4R)-3-aminotetrahydro-2H-pyran-4-ylamino)-3-(p-tolylamino)pyrazine-2-carbonitrile

HRID 332822Notes

Reaction equation

HRID 332822 reaction equation
[C:1]([C:3]1[N:4]=[CH:5][C:6]([NH:17][C@@H:18]2[CH2:23][CH2:22][O:21][CH2:20][C@@H:19]2[NH:24]C(=O)OC(C)(C)C)=[N:7][C:8]=1[NH:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=1)#[N:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:24][C@@H:19]1[C@H:18]([NH:17][C:6]2[N:7]=[C:8]([NH:9][C:10]3[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=3)[C:3]([C:1]#[N:2])=[N:4][CH:5]=2)[CH2:23][CH2:22][O:21][CH2:20]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86685614tert-butyl (3R,4R)-4-(5-cyano-6-(p-tolylamino)pyrazin-2-ylamino)tetrahydro-2H-pyran-3-ylcarbamate

Product 1

HCID 866856155-((3R,4R)-3-aminotetrahydro-2H-pyran-4-ylamino)-3-(p-tolylamino)pyrazine-2-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of tert-butyl (3R,4R)-4-(5-cyano-6-(p-tolylamino)pyrazin-2-ylamino)tetrahydro-2H-pyran-3-ylcarbamate in DCM (1 mL) was added TFA (1 ml), after completion, the solution was concentrated to give 5-((3R,4R)-3-aminotetrahydro-2H-pyran-4-ylamino)-3-(p-tolylamino)pyrazine-2-carbonitrile as crude residue.

Workup

  1. concentrationafter completion, the solution was concentrated

Sources & evidence

ORD record
ord-f47296352f7f4fdda4a644aec2980f2a
Source dataset
uspto-grants-2014_11
Patent number
US08877760B2

Reaction notes

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