HCID 67959747, compound → HCID 67959676, compound

HRID 1529267Notes

Reaction equation

HRID 1529267 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[N:14](C2CCCCO2)[N:13]=[C:12]3[C:24]2[N:29]=[C:28]([N:30]3[CH2:35][CH2:34][CH:33]([NH:36]C(=O)OC(C)(C)C)[CH2:32][CH2:31]3)[CH:27]=[N:26][CH:25]=2)[CH:6]=[C:5]([O:44][CH3:45])[N:4]=1>C(Cl)Cl.C(O)(C(F)(F)F)=O>[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[NH:14][N:13]=[C:12]3[C:24]2[N:29]=[C:28]([N:30]3[CH2:31][CH2:32][CH:33]([NH2:36])[CH2:34][CH2:35]3)[CH:27]=[N:26][CH:25]=2)[CH:6]=[C:5]([O:44][CH3:45])[N:4]=1

Participants

4

Reactant 1

HCID 67959747HCID 67959747, compound

Product 1

HCID 67959676HCID 67959676, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
85 °C

Procedure

A glass microwave reaction vessel was charged with tert-butyl 1-(6-(5-(2,6-dimethoxypyrimidin-4-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-3-yl)pyrazin-2-yl)piperidin-4-ylcarbamate (141 mg, 0.229 mmol) in DCM (1 mL) and TFA (0.5 mL). The reaction mixture was stirred and heated in an Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Uppsala, Sweden) at 85° C. for 20 min. The solvent was then removed and the residue was purified with RP-HPLC to give 1-(6-(5-(2,6-dimethoxypyrimidin-4-yl)-1H-indazol-3-yl)pyrazin-2-yl)piperidin-4-amine as a solid. MS (ESI, pos. ion) m/z: 433 (M+1).

Workup

  1. customA glass microwave reaction vessel
  2. customThe solvent was then removed
  3. customthe residue was purified with RP-HPLC

Sources & evidence

ORD record
ord-d04a148cd0a64f66a906c1ee2debd94d
Source dataset
uspto-grants-2015_07
Patent number
US09090593B2

Reaction notes

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