Triethylamine → N-[2-(1-piperidinyl)ethyl]adenosine

HRID 345166

反応式

HRID 345166 の反応式
[CH:1]1[N:6]=[C:5](Cl)[C:4]2[N:8]=[CH:9][N:10]([C@@H:11]3[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]3[OH:19])[C:3]=2[N:2]=1.[NH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1.C(N(CC)CC)C>C(O)C>[N:23]1([CH2:22][CH2:21][NH:20][C:5]2[C:4]3[N:8]=[CH:9][N:10]([C:3]=3[N:2]=[CH:1][N:6]=2)[C@@H:11]2[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]2[OH:19])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 33944N-(2-Aminoethyl)piperidineHCID 930036-Chloropurine riboside

生成物 1

HCID 53972844N-[2-(1-piperidinyl)ethyl]adenosine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The experiment of Example 1 was repeated in every essential detail except for the following. The suspension was prepared using 2.0 g (6.98 mmol) of the 6-chloropurine riboside in 30 ml of absolute ethanol. 1-(2-Aminoethyl) piperidine (commercially available) was added in an amount of 1.07 g (0.7 ml, 8.3 mmol). Also added to this suspension was 1.5 ml (10.5 mmol) of triethylamine. The reaction mixture was refluxed for 72 hours. The resulting residue was chromatographed on a silica gel column eluting with an eluent of 20 parts methanol, 79 parts dichloromethane and one part ammonium hydroxide. The title product was produced in a yield of 1.1 g (42%).

後処理

  1. customThe suspension was prepared
  2. additionAlso added to this suspension
  3. temperatureThe reaction mixture was refluxed for 72 hours
  4. customThe resulting residue was chromatographed on a silica gel column
  5. washeluting with an eluent of 20 parts methanol, 79 parts dichloromethane and one part ammonium hydroxide

出典と根拠

ORDレコード
ord-18af9164b30f41e1a92a53ee5aa041bd
出典データセット
uspto-grants-1991_10
特許番号
US05055569

関連ノート

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