Dichloromethane methanol → HCID 178436231, compound

HRID 1406012Notes

Reaction equation

[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[NH:11][C:12]([C:14]1[C:18]2[CH2:19][CH2:20][CH2:21][C:22]3[C:23](=[N:24][C:25]([NH:28][C:29]4[CH:34]=[CH:33][C:32]([N:35]5[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]5)=[CH:31][C:30]=4[O:42][CH3:43])=[N:26][CH:27]=3)[C:17]=2[N:16](CC2C=CC(OC)=CC=2)[N:15]=1)=[O:13])[CH3:2].C(Cl)Cl.CO>C(O)(C(F)(F)F)=O>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[NH:11][C:12]([C:14]1[C:18]2[CH2:19][CH2:20][CH2:21][C:22]3[C:23](=[N:24][C:25]([NH:28][C:29]4[CH:34]=[CH:33][C:32]([N:35]5[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]5)=[CH:31][C:30]=4[O:42][CH3:43])=[N:26][CH:27]=3)[C:17]=2[NH:16][N:15]=1)=[O:13])[CH3:2]

Participants

Conditions

Temperature: 70 °C

Procedure

N-(2,6-diethylphenyl)-1-(4-methoxybenzyl)-9-{[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino}-1,4,5,6-tetrahydropyrazolo[4′,3′:6,7]cyclohepta[1,2-d]pyrimidine-3-carboxamide (0.905, 1.29 mmol) was dissolved in TFA. The mixture was stirred for 2 hours at 70° C. The organic solvent was evaporated to dryness and the residue was dissolved in DCM (50 mL) and washed with NaHCO3. The organic layer was dried over anhydrous NaSO4 and the solvent evaporated to dryness. The crude solid was purified by flash chromatography on silica gel eluant: DCM/MeOH:95/5) to afford 0.628 mg (84% yield) of the title compound.

Workup

customThe organic solvent was evaporated to dryness
dissolutionthe residue was dissolved in DCM (50 mL)
washwashed with NaHCO3
dry with materialThe organic layer was dried over anhydrous NaSO4
customthe solvent evaporated to dryness
customThe crude solid was purified by flash chromatography on silica gel eluant

Sources & evidence

ORD record: ord-2b383b7049b34bd4b63890e464a23456
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08916577B2

Reaction notes

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