Potassium Carbonate → 2-Amino-6,8-dichloro-9-(2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl)purine

HRID 846847

反応式

HRID 846847 の反応式
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][C:7]([Cl:11])=[N:8]2)=[C:4]([Cl:12])[N:3]=1.Br[CH2:14][CH2:15][CH:16]1[CH2:21][O:20][C:19]([CH3:23])([CH3:22])[O:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[C:7]([Cl:11])[N:8]2[CH2:14][CH2:15][CH:16]2[CH2:21][O:20][C:19]([CH3:23])([CH3:22])[O:18][CH2:17]2)=[C:4]([Cl:12])[N:3]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 1789881,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl-HCID 54646776,8-Dichloro-9H-purin-2-amine

生成物 1

HCID 198839912-Amino-6,8-dichloro-9-(2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl)purine収率 44.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-amino-6,8-dichloropurine (0.82 g), 5-bromoethyl-2,2-dimethyl-1,3-dioxan (0.9 g) and anhydrous potassium carbonate (0.83 g) in N,N-dimethylformamide (20 ml) was stirred at room temperature for 18 hours under dry nitrogen. The mixture was then filtered and the filtrate evaporated. The residue was purified by column chromatography on silica (100 g) [eluent 2% methanol-dichloromethane] to give 2-amino-6,8-dichloro-9-(2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl)purine (t.l.c. r.f. 0.50, 5% methanol-dichloromethane) as a pale solid (0.62 g, 45%). Recrystallisation from diethyl ether gave an off-white solid m.p. 149°-150° C.

後処理

  1. filtrationThe mixture was then filtered
  2. customthe filtrate evaporated
  3. customThe residue was purified by column chromatography on silica (100 g) [eluent 2% methanol-dichloromethane]

出典と根拠

ORDレコード
ord-a403aacc28a742d09c1c39cdb24ddfc7
出典データセット
uspto-grants-1992_08
特許番号
US05138057

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