2-Methoxyethylamine → 2-Butoxy-8-methoxy-9-{4-[(2-methoxyethyl)amino]butyl}-9H-purine-6-amine

HRID 905617Notes

Reaction equation

Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:14]([O:15][CH3:16])=[N:13][C:12]2[C:7]1=[N:8][C:9]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[N:10][C:11]=2[NH2:17].[CH3:23][O:24][CH2:25][CH2:26][NH2:27]>C(#N)C>[CH2:19]([O:18][C:9]1[N:8]=[C:7]2[C:12]([N:13]=[C:14]([O:15][CH3:16])[N:6]2[CH2:5][CH2:4][CH2:3][CH2:2][NH:27][CH2:26][CH2:25][O:24][CH3:23])=[C:11]([NH2:17])[N:10]=1)[CH2:20][CH2:21][CH3:22]

Participants

Conditions

Temperature: 80 °C

Procedure

The compound obtained in Example 2-13 step (i) (500 mg) and (2-methoxyethyl)amine (303 mg) were dissolved in acetonitrile (5 ml) and stirred at 80° C. for 1 hour. The reaction mixture was cooled, filtered and purified by RPHPLC to give the titled compound as a white solid. Yield: 270 mg (55%); mp 99-100° C., MS APCI+ve 367 (M+H).

Workup

temperatureThe reaction mixture was cooled
filtrationfiltered
custompurified by RPHPLC

Sources & evidence

ORD record: ord-6bc259649b6c4e509eb5c62c3f69751b
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08012964B2

Reaction notes

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