4-Aminotetrahydropyran → [2-(4-Chloro-phenyl)-2H-indazol-3-yl]-(tetrahydro-pyran-4-yl)-amine

HRID 1690523Notes

Reaction equation

HRID 1690523 reaction equation
[CH2:1]([N:5]([C:15]1[N:16]([C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=2)[N:17]=[C:18]2[C:23]=1[CH:22]=[CH:21][CH:20]=[CH:19]2)C(NC1CCCCC1)=O)[CH2:2][CH2:3]C.[O:31]1CCC(N)[CH2:33][CH2:32]1>CN1CCCC1=O>[Cl:30][C:27]1[CH:28]=[CH:29][C:24]([N:16]2[C:15]([NH:5][CH:1]3[CH2:33][CH2:32][O:31][CH2:3][CH2:2]3)=[C:23]3[C:18]([CH:19]=[CH:20][CH:21]=[CH:22]3)=[N:17]2)=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 4192234-AminotetrahydropyranHCID 451106161-Butyl-1-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-3-cyclohexyl-urea

Product 1

HCID 66905236[2-(4-Chloro-phenyl)-2H-indazol-3-yl]-(tetrahydro-pyran-4-yl)-amine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In analogy to the procedure described in example 4.1, 3-chloro-2-(4-chloro-phenyl)-2H-indazole (Ardakani, Manouchehr; Smalley, Robert K.; Smith, Richard H., Synthesis (1979), (4), 308-9) was reacted with tetrahydro-pyran-4-ylamine ([38041-19-9]) in N-methyl 2-pyrrolidone for 48 h at 175° C. in a sealed tube to give the title compound as yellow solid. MS: m/e=328.4 [M+H+].

Sources & evidence

ORD record
ord-8ae5af3260a4497cb312234c54415dd4
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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