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Benzene → 6-Bromomethyl-2,4-pteridinediamine

HRID 1272479
ノート
印刷プレビュー

反応式

HRID 1272479 の反応式
[Br:1]P(Br)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CN(C)C(=O)C.Br.[NH2:29][C:30]1[N:39]=[C:38]([NH2:40])[C:37]2[C:32](=[N:33][CH:34]=[C:35]([CH2:41]O)[N:36]=2)[N:31]=1.C1C=CC=CC=1>CCOCC>[Br:1][CH2:41][C:35]1[N:36]=[C:37]2[C:32](=[N:33][CH:34]=1)[N:31]=[C:30]([NH2:29])[N:39]=[C:38]2[NH2:40]
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 4

HCID 241Benzene2 回HCID 31374DimethylacetamideHCID 70579Triphenylphosphine dibromideHCID 2773879(2,4-Diaminopteridin-6-yl)methanol hydrobromide

生成物 1

HCID 4293426-Bromomethyl-2,4-pteridinediamine収率 79%

試薬・触媒・溶媒 1

HCID 3283
Diethyl Ether
溶媒

実験手順

To the solution of dibromotriphenylphosphine (2.4337 g, 5.76 mmol) of 2 ml anhydrous N,N-dimethylacetamide was added (2,4-Diamino-Pteridin-6-yl)-methanol hydrobromide (335.8 mg, 1.747 mmol). The mixture is the stirred at RT for overnight. The solution was treated with benzene. The filtered solid was then successively treated with benzene and ether and evaporate the remaining solid. The residue was dissolved in minimum 48% HBr at RT which then was added MeCN to give a tan solid precipitate. Collect the solid in ice water bath and wash it with MeCN and ether. 352 mg product was obtained. Yield 60%; 1H NMR (500 MHz, DMSO-d6): δ 4.86021(s, 2H), 9.01 (s, 1H), 9.15 (s, 2H), 9.22 (s, 2H); ESI-MS: 255, 257(M++1)

後処理

  1. customevaporate the remaining solid
  2. dissolutionThe residue was dissolved in minimum 48% HBr at RT which
  3. additionthen was added MeCN
  4. customto give a tan solid precipitate
  5. customCollect the solid in ice water bath
  6. washwash it with MeCN and ether

出典と根拠

ORDレコード
ord-c5473898f1964ee9919f99eecbc904e3
出典データセット
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07208493B2

反応ノート

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