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Benzene → 6-Bromomethyl-2,4-pteridinediamine

HRID 1272479
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HRID 1272479 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 241Benzene2회HCID 31374DimethylacetamideHCID 70579Triphenylphosphine dibromideHCID 2773879(2,4-Diaminopteridin-6-yl)methanol hydrobromide

생성물 1

HCID 4293426-Bromomethyl-2,4-pteridinediamine수율 79%

시약·촉매·용매 1

HCID 3283
Diethyl Ether
용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-c5473898f1964ee9919f99eecbc904e3
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07208493B2

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