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Sodium Hydroxide → HCID 59605500、化合物

HRID 1922837
ノート
印刷プレビュー

反応式

HRID 1922837 の反応式
[CH:1]1([C:4]2[N:8]([C:9]3[N:17]=[C:16]4[C:12]([N:13]=[C:14]([CH:19]=[O:20])[N:15]4[CH3:18])=[C:11]([N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[N:10]=3)[C:7]3[CH:27]=[CH:28][CH:29]=[CH:30][C:6]=3[N:5]=2)[CH2:3][CH2:2]1.[OH-:31].[Na+]>CCO.O.[N+]([O-])([O-])=O.[Ag+]>[CH:1]1([C:4]2[N:8]([C:9]3[N:17]=[C:16]4[C:12]([N:13]=[C:14]([C:19]([OH:31])=[O:20])[N:15]4[CH3:18])=[C:11]([N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)[N:10]=3)[C:7]3[CH:27]=[CH:28][CH:29]=[CH:30][C:6]=3[N:5]=2)[CH2:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 59605221HCID 59605221、化合物

生成物 1

HCID 59605500HCID 59605500、化合物収率 55%

試薬・触媒・溶媒 3

HCID 24470Silver Nitrate触媒HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a suspension of 2-(2-cyclopropylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-9H-purine-8-carbaldehyde (500 mg, 1.24 mmol) in EtOH (16 mL) was added AgNO3 (265 mg, 1.56 mmol) followed by a solution of NaOH (302 mg, 7.5 mmol) in H2O (5 mL). The resulting black suspension was allowed to stir at r.t. for 30 min then filtered through Celite® and the resulting filtrate concentrated in vacuo. The resulting residue was dissolved in H2O and basified by the addition of aq. NaOH. The aqueous phase was extracted with DCM then acidified to pH 2 with HCl. The aqueous phase was concentrated in vacuo to half volume then cooled on ice. The resulting precipitate was collected by filtration and dried in vacuo affording the title compound (280 mg, 55%).—1H NMR (DMSO, 400 MHz): δ 8.12-8.11 (1 H, m), 7.72-7.68 (1 H, m), 7.44-7.43 (2 H, m), 4.60 (4 H, brd s), 4.04 (3 H, s), 3.90-3.70 (4 H, m), 3.06-3.00 (1 H, m), 1.33-1.31 (4 H, m)

後処理

  1. filtrationthen filtered through Celite®
  2. concentrationthe resulting filtrate concentrated in vacuo
  3. dissolutionThe resulting residue was dissolved in H2O
  4. additionbasified by the addition of aq. NaOH
  5. extractionThe aqueous phase was extracted with DCM
  6. concentrationThe aqueous phase was concentrated in vacuo to half volume
  7. temperaturethen cooled on ice
  8. filtrationThe resulting precipitate was collected by filtration
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-42611e6b39bf4832adfe9b127f90a904
出典データセット
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08173650B2

反応ノート

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