3-Hydrazino-6,7-dihydro-5h-benzo[6,7]cyclohepta[1,2-c]pyridazine → 1-(6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3-yl)-N3-(5',5'-dimethyl-6,8,9,10-tetrahydro-5H-spiro[cycloocta[b]pyridine-7,2'-[1,3]dioxane]-3-yl)-1H-1,2,4-triazole-3,5-diamine

HRID 1919477노트

반응식

HRID 1919477 반응식
[C:1]([N:3]=[C:4]([O-])[NH:5][C:6]1[CH:7]=[C:8]2[CH2:24][CH2:23][C:15]3([O:20][CH2:19][C:18]([CH3:22])([CH3:21])[CH2:17][O:16]3)[CH2:14][CH2:13][CH2:12][C:9]2=[N:10][CH:11]=1)#[N:2].[N:26]1[C:31]2[C:32]3[CH:40]=[CH:39][CH:38]=[CH:37][C:33]=3[CH2:34][CH2:35][CH2:36][C:30]=2[CH:29]=[C:28]([NH:41][NH2:42])[N:27]=1>C(O)(C)C>[N:26]1[C:31]2[C:32]3[CH:40]=[CH:39][CH:38]=[CH:37][C:33]=3[CH2:34][CH2:35][CH2:36][C:30]=2[CH:29]=[C:28]([N:41]2[C:1]([NH2:2])=[N:3][C:4]([NH:5][C:6]3[CH:7]=[C:8]4[CH2:24][CH2:23][C:15]5([O:20][CH2:19][C:18]([CH3:21])([CH3:22])[CH2:17][O:16]5)[CH2:14][CH2:13][CH2:12][C:9]4=[N:10][CH:11]=3)=[N:42]2)[N:27]=1

참가 물질

4

반응물 2

HCID 592955463-Hydrazino-6,7-dihydro-5h-benzo[6,7]cyclohepta[1,2-c]pyridazineHCID 178428806HCID 178428806, 화합물

생성물 1

HCID 671040171-(6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3-yl)-N3-(5',5'-dimethyl-6,8,9,10-tetrahydro-5H-spiro[cycloocta[b]pyridine-7,2'-[1,3]dioxane]-3-yl)-1H-1,2,4-triazole-3,5-diamine

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
150 °C

실험 절차

A mixture of N′-cyano-N-(5′,5′-dimethyl-6,8,9,10-tetrahydro-5H-spiro[cycloocta[b]pyridine-7,2′-[1,3]dioxane]-3-yl)carbamimidate (120 mg, 0.286 mmol) and (6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3-yl)hydrazine (65 mg, 0.286 mmol) in isopropyl alcohol (2 mL) was heated in microwave at 150° C. for 20 min, filtered, and washed with isopropanol to give 1-(6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3-yl)-N3-(5′,5′-dimethyl-6,8,9,10-tetrahydro-5H-spiro[cycloocta[b]pyridine-7,2′-[1,3]dioxane]-3-yl)-1H-1,2,4-triazole-3,5-diamine, compound #247 (55 mg, 35%); 1H NMR (DMSO-d6, 300 MHz) 9.22 (s, 1H), 8.72 (d, 1H), 7.94 (s, 1H), 7.88 (s, 2H), 7.13 (m, 1H), 7.62 (d, 1H), 7.44 (m, 2H), 7.36 (m, 1H), 3.42 (s, 4H), 2.82 (t, 2H), 2.71 (m, 2H), 2.25 (m, 2H), 1.97 (d, 2H), 1.69 (m, 2H), 1.52 (m, 2H), 1.02 (d, 4H), 0.88 (d, 6H) ppm; MS (ES) 553.28 (M+H).

후처리

  1. filtrationfiltered
  2. washwashed with isopropanol

출처 및 근거

ORD 기록
ord-984150c851b34a6e940a1952030aba9c
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08168636B2

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