1-(4-Pyridinyl)-1H-indazol-4-amine → 4-(2,3-Dihydro-1-benzofuran-7-yl)-1,1,1-trifluoro-4-methyl-2-({[1-(4-pyridinyl)-1h-indazol-4-yl]amino}methyl)-2-pentanol

HRID 418799Notes

Reaction equation

[CH3:1][C:2]([C:12]1[C:20]2[O:19][CH2:18][CH2:17][C:16]=2[CH:15]=[CH:14][CH:13]=1)([CH3:11])[CH2:3][C:4]1([C:7]([F:10])([F:9])[F:8])[CH2:6][O:5]1.[N:21]1[CH:26]=[CH:25][C:24]([N:27]2[C:35]3[CH:34]=[CH:33][CH:32]=[C:31]([NH2:36])[C:30]=3[CH:29]=[N:28]2)=[CH:23][CH:22]=1>CS(C)=O.CO>[O:19]1[C:20]2[C:12]([C:2]([CH3:11])([CH3:1])[CH2:3][C:4]([CH2:6][NH:36][C:31]3[CH:32]=[CH:33][CH:34]=[C:35]4[C:30]=3[CH:29]=[N:28][N:27]4[C:24]3[CH:25]=[CH:26][N:21]=[CH:22][CH:23]=3)([OH:5])[C:7]([F:10])([F:8])[F:9])=[CH:13][CH:14]=[CH:15][C:16]=2[CH2:17][CH2:18]1

Participants

Conditions

Temperature: 150 °C

Procedure

A mixture of racemic 7-{1,1-dimethyl-2-[2-(trifluoromethyl)-2-oxiranyl]ethyl}-2,3-dihydro-1-benzofuran (which may be prepared according to WO 04/063163, 27 mg, 0.095 mmol) and 1-(4-pyridinyl)-1H-indazol-4-amine (Intermediate 5) (20 mg, 0.095 mmol) was heated by microwave (200 W) at 150° C. for 20 minutes. The crude product was cooled, dissolved in DMSO/MeOH and purified by mass-directed autopreparation. The appropriate fractions were evaporated to give the title compound (4 mg).

Workup

custompurified by mass-directed autopreparation
customThe appropriate fractions were evaporated

Sources & evidence

ORD record: ord-b6d5595596d64b7393fb59bc883bc9b3
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08093281B2

Reaction notes

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