Isopropanol → HCID 136055523, compound

HRID 2101068Notes

Reaction equation

[H-].[Na+].[CH3:3][CH:4]([OH:6])[CH3:5].Br[C:8]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[CH:11]=[C:10]([NH:19][C:20]2[CH:24]=[C:23]([CH3:25])[NH:22][N:21]=2)[N:9]=1>C(O)(=O)C>[CH:4]([O:6][C:8]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[CH:11]=[C:10]([NH:19][C:20]2[CH:24]=[C:23]([CH3:25])[NH:22][N:21]=2)[N:9]=1)([CH3:5])[CH3:3]

Participants

Conditions

Temperature: 170 °C

Procedure

NaH (155 mg) was added to a solution of Propan-2-ol (2 ml) and the resulting mixture was stirred for 1 hour. 1-Bromo-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol (100 mg) was added to the mixture, and the mixture was heated at 170° C. for 30 minutes under microwave irradiation. The reaction mixture was acidified to PH=3 with acetic acid and evaporated to oil. The residue was treated with water (50 ml) and the resulting solid was collected to give 1-Isopropoxy-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol (50 mg). LC-MS: m/e 299 (MH+).

Workup

customevaporated to oil
additionThe residue was treated with water (50 ml)
customthe resulting solid was collected

Sources & evidence

ORD record: ord-326fcb0ceeac461f942583b74a65bab6
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07572809B2

Reaction notes

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