1,4-Dioxane-2,3-diol → 4-Hydroxyacridine

HRID 640793

반응식

HRID 640793 반응식
N1[C:6]2[CH:7]=[CH:8][CH:9]=[N:10][C:5]=2[C:4]([OH:11])=NC=1.N1[C:21]2[C:16](=[CH:17][CH:18]=NC=2O)C=CC=1.N1C2=C(O)N=NC=C2[CH:26]=[CH:25][CH:24]=1.N1C2C(=CN=CC=2O)C=CC=1.C1C2C3C(=NC=CC=3)C=C(O)C=2N=CC=1.N1C=CN=C2C(O)=NC=CC=12.NN1C=CC=C(N)C1N.OC1C(O)OCCO1>>[OH:11][C:4]1[C:5]2[C:6](=[CH:7][C:8]3[C:9]([N:10]=2)=[CH:18][CH:17]=[CH:16][CH:21]=3)[CH:26]=[CH:25][CH:24]=1

참가 물질

9

반응물 8

HCID 961701,4-Dioxane-2,3-diolHCID 234221541,6-Naphthyridin-8-olHCID 685619191,2,3-TriaminopyridineHCID 1360083454,7-Phenanthrolin-5-olHCID 178517670HCID 178517670, 화합물HCID 178517693HCID 178517693, 화합물HCID 178518017HCID 178518017, 화합물HCID 178518905HCID 178518905, 화합물

생성물 1

HCID 874624-Hydroxyacridine

실험 절차

Charts A1-A3 summarise the routes used in the synthesis of a series of pyrido[3,2-d]pyrimidin-4-ol derivatives. The preparation of the derivatives of [1,7]naphthyridin-8-ol is described in Charts B1-B2. Compound B1 was prepared following the literature method2 for the synthesis of a similar compound. The synthesis of the pyrido[2,3-d]pyridazin-8-ol itself and derivatives C1 and C2 followed the method previously described3 by Brzezinski and coworkers. Further derivatives in this series were prepared following the routes summarised in Charts C1-C4. Charts D1-D2 show the routes to a series of [1,6]naphthyridin-8-ol derivatives. The synthesis of compound D1 used the method4 of Blanco and coworkers. Other members in this series have been prepared following the routes shown in Charts D1-D2. Chart E1 describes the route to a series of pyrido[3,4-b]pyrazin-5-ol derivatives. Condensation of 1,2,3-triaminopyridine with 2,3-dihydroxy-1,4-dioxan gave pyrido[3,4-b]pyrazin-5-ol (E1), the parent compound in this series; the same reaction employing 2,3,4-triaminopyridine as starting material (Chart F1) gave pyrido[3,4-b]pyrazin-8-ol (F1). Further derivatives in the pyrido[3,4-b]pyrazin-5-ol and pyrido[3,4-b]pyrazin-8-ol classes were prepared using the routes shown in Charts E1 and F1. Charts G1-G2 show the routes employed in the synthesis of a range of [1,5]naphthyridin-4,8-diol and [1,5]naphthyridin-8-ol derivatives. The synthesis of compound G1, the precursor to the parent compound, [1,5]naphthyridin-4,8-diol, followed the route described5 by Brown and Dewar. Pyrido[4,3-d]pyrimidin-8-ol (H1) was prepared4 following the route shown in Chart H1, employing 4,5-pyrimidinedicarboxylic acid as starting material. Further derivatives in this class were prepared using routes as shown in Charts H1 and H2.

후처리

  1. customfor the synthesis of a similar compound
  2. customwere prepared
  3. customOther members in this series have been prepared

출처 및 근거

ORD 기록
ord-889bac03b372445b98dfe3213f7ed45c
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07692011B2

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