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1-Butanol → 6-Amino-2-[(cyclohexylmethyl)amino]-9-(tetrahydro-2H-Pyran-4-ylmethyl)-7,9-dihydro-8H-Purin-8-one

HRID 1011184
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HRID 1011184 반응식
Br[C:2]1[N:3]([CH2:20][CH:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[C:4]2[C:9]([N:10]=1)=[C:8]([NH2:11])[N:7]=[C:6]([NH:12][CH2:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)[N:5]=2.Cl.C([OH:32])CCC>>[NH2:11][C:8]1[N:7]=[C:6]([NH:12][CH2:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:5]=[C:4]2[C:9]=1[NH:10][C:2](=[O:32])[N:3]2[CH2:20][CH:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1
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참가 물질

4

반응물 3

HCID 2631-ButanolHCID 313Hydrochloric AcidHCID 576996278-Bromo-N2-(cyclohexylmethyl)-9-(tetrahydro-2H-Pyran-4-ylmethyl)-9H-Purine-2,6-diamine

생성물 1

HCID 576997146-Amino-2-[(cyclohexylmethyl)amino]-9-(tetrahydro-2H-Pyran-4-ylmethyl)-7,9-dihydro-8H-Purin-8-one

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온도
100 °C

실험 절차

To a solution of 8-bromo-N2-(cyclohexylmethyl)-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-purine-2,6-diamine (110 mg) in dry n-butanol (1.5 ml) was added 37% grade hydrochloric acid (1.5 ml) at RT. The reaction was heated to 100° C. for six hours. The reaction was concentrated in vacuo, taken up in water (5 ml) and neutralised by the addition of 2.0M sodium hydroxide solution. The resulting white precipitate was filtered. This was purified by C18 reverse phase chromatography using water (containing 0.1% formic acid)-acetonitrile (containing 0.05% formic acid) as eluant (20-60%) to afford a white solid (20 mg).

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. additionneutralised by the addition of 2.0M sodium hydroxide solution
  3. filtrationThe resulting white precipitate was filtered
  4. customThis was purified by C18 reverse phase chromatography

출처 및 근거

ORD 기록
ord-ff3e7eb1553b4c76a40b7d999a2a8d6a
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07977344B2

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