Ethanolamine → 2-{[2-(6-Amino-2-butoxy-8-methoxy-9H-purin-yl)ethyl]amino}ethanol

HRID 905636Notes

Reaction equation

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

Participants

Conditions

Temperature: 70 °C

Procedure

To the compound obtained by Example 2-39 step (i) (300 mg) in acetonitrile (5 ml) was added 2-aminoethanol (265 mg) and heated at 70° C. for 24 hours. The reaction mixture was purified by column chromatography (ethyl acetate: 7N ammonia-methanol 95:5) to give the titled compound. Yield: 295 mg (100%).

Workup

customThe reaction mixture was purified by column chromatography (ethyl acetate: 7N ammonia-methanol 95:5)

Sources & evidence

ORD record: ord-161d27d6f2a74315bf21b34e33f53b66
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08012964B2

Reaction notes

Loading…