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Acetic Acid → 2-(benzyl(6-methyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol

HRID 1930651
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HRID 1930651 반응식
[CH2:1]([N:8]([C:12]1[C:13]2[CH2:34][NH:33][CH2:32][CH2:31][C:14]=2[N:15]=[C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH:29]=[CH:28][N:27]=[C:26]3[CH3:30])=[CH:21][CH:20]=2)[N:17]=1)[CH2:9][CH2:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:35](O)(=O)C.C=O.C([BH3-])#N.[Na+]>CO>[CH2:1]([N:8]([C:12]1[C:13]2[CH2:34][N:33]([CH3:35])[CH2:32][CH2:31][C:14]=2[N:15]=[C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH:29]=[CH:28][N:27]=[C:26]3[CH3:30])=[CH:21][CH:20]=2)[N:17]=1)[CH2:9][CH2:10][OH:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 593337392-(Benzyl(2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol

생성물 1

HCID 461995852-(benzyl(6-methyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol수율 8.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2-(Benzyl(2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol (95 mg, 0.21 mmol) was dissolved in methanol (3 mL). Acetic acid (0.012 mL, 0.21 mmol) was added followed by formaldehyde (0.016 mL, 0.21 mmol). The reaction mixture was stirred at room temperature for 15 minutes and sodium cyanoborohydride (13.10 mg, 0.21 mmol) was added. The solvent was evaporated after 1 h and the crude purified by preparative HPLC yielding 2-(benzyl(6-methyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)amino)ethanol (8.60 mg, 7.8%) as acetate salt. MS (ES+) m/z 470.3 (M+H)+

후처리

  1. customThe solvent was evaporated after 1 h
  2. customthe crude purified by preparative HPLC

출처 및 근거

ORD 기록
ord-925ab8b18dae46c0bdd06c4ccd4b3158
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08188101B2

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