2-Methylimidazole → 4-(2-(9-Isopropyl-2-(2-methyl-1H-imidazol-1-yl)-9H-purin-6-ylamino)ethyl)phenol

HRID 1422480Notes

Reaction equation

Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:11]([CH3:13])[CH3:12])=[C:4]([NH:14][CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)[N:3]=1.[CH3:24][C:25]1[NH:26][CH:27]=[CH:28][N:29]=1>CN1C(=O)CCC1>[CH:11]([N:8]1[CH:7]=[N:6][C:5]2[C:9]1=[N:10][C:2]([N:26]1[CH:27]=[CH:28][N:29]=[C:25]1[CH3:24])=[N:3][C:4]=2[NH:14][CH2:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)([CH3:13])[CH3:12]

Participants

Conditions

Temperature: 240 °C

Procedure

A microwave reaction tube was charged with 4-(2-(2-chloro-9-isopropyl-9H-purin-6-ylamino)ethyl)phenol (30 mg, 0.091 mmol), 2-methyl-1H-imidazole (59 mg, 0.73 mmol) and 0.5 ml of NMP. The sealed tube was heated under microwave irradiation at 240° C. for 2 hr. The reaction mixture was purified by reverse-phase HPLC(C18 column, eluting with ACN—H2O 0.05% TFA) to afford the title compound as an off-white solid.

Workup

customA microwave reaction tube
customThe reaction mixture was purified by reverse-phase HPLC(C18 column
washeluting with ACN—H2O 0.05% TFA)

Sources & evidence

ORD record: ord-d813222626f94192ae75507c6b0c496d
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08927281B2

Reaction notes

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