HCID 18361814, compound → HCID 131724950, compound

HRID 2183526Notes

Reaction equation

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

Participants

Reactant 2

HCID 18361814HCID 18361814, compound

HCID 22473217HCID 22473217, compound

Product 1

HCID 131724950HCID 131724950, compound

Procedure

The reaction was carried out using the procedure described in Example 1, Step 4, using 3-isoxazol-3-yl-6-(2,2,2-trifluoroethoxy)-[1,2,4]triazolo[3,4-α]phthalazine (WO-A-9850385) (100 mg, 0.29 mmol) instead of 6-chloro-3-(5-methylisoxazol-3-yl)-[1,2,4]triazolo[3,4-α]phthalazine with [2-(2-dimethylaminoethyl)-2H-[1,2,4]triazol-3-yl]methanol (Example 4, Step 2) (51 mg, 0.29 mmol). Crude residue was purified on silica eluting 2-6% MeOH/DCM, followed by crashing out from DCM using isohexane. The title compound was isolated by filtration to give a cream solid (47 mg, 39%).

Workup

customCrude residue was purified on silica eluting 2-6% MeOH/DCM

Sources & evidence

ORD record: ord-658990dff30f4297b2937d631adc0ce7
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06900209B2

Reaction notes

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