Sodium Methoxide → 9-Deaza-9-(3-thienylmethyl)guanine

HRID 496830ノート

反応式

HRID 496830 の反応式
C([N:5]([C:13]1[C:17]([CH2:18][C:19]2[CH:23]=[CH:22][S:21][CH:20]=2)=[CH:16][NH:15][C:14]=1[C:24]([O:26]C)=O)[C:6]([NH:8]C(OC)=O)=[NH:7])(OC)=O.C[O-].[Na+]>CO>[NH2:7][C:6]1[NH:8][C:24](=[O:26])[C:14]2[NH:15][CH:16]=[C:17]([CH2:18][C:19]3[CH:23]=[CH:22][S:21][CH:20]=3)[C:13]=2[N:5]=1

参加物

4

反応物 2

HCID 10942334Sodium MethoxideHCID 140382079HCID 140382079、化合物

生成物 1

HCID 1355124689-Deaza-9-(3-thienylmethyl)guanine収率 85%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Methyl 3-(N,N′-bis-carbomethoxyguanidinyl)-4-(3-thienylmethyl)-1H-pyrrole-2-carboxylate, obtained from Example 23 (3.94 g, 0.01 mol), sodium methoxide (1.62 g, 0.03 mol) and methanol (100 mL) were stirred together and boiled under reflux for six hours. The solvent was evaporated in vacuo and the residue was treated with water (200 mL) containing acetic acid (10 mL). The solid was collected by filtration and crystallized from ethanol to give 2.1 g (85%) of 2-amino-7-(3-thienylmethyl)-4-oxo-3H,5H-pyrrolo[3,2-d]pyrimidine as pale-yellow needles, mp 222-224° C. with gas evolution, followed by resolidification and remelting at 268-270° C. (lit.1 271-272° C.).

後処理

  1. temperatureunder reflux for six hours
  2. customThe solvent was evaporated in vacuo
  3. additionthe residue was treated with water (200 mL)
  4. additioncontaining acetic acid (10 mL)
  5. filtrationThe solid was collected by filtration
  6. customcrystallized from ethanol

出典と根拠

ORDレコード
ord-3d5a073953724abda82353a3156d414c
出典データセット
uspto-grants-2005_09
特許番号
US06946554B2

反応ノート

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