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 2233136ノート

反応式

HRID 2233136 の反応式
[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

参加物

4

反応物 2

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

生成物 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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
150 °C

実験手順

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).

後処理

  1. filtrationfiltered
  2. washwashed with isopropanol

出典と根拠

ORDレコード
ord-2b74abce6bba445daa5b34def8b9237a
出典データセット
uspto-grants-2010_05
特許番号
US07709482B2

反応ノート

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