Hydrochloric Acid → 8,9,10,11-Tetrahydropyrazino[1',2':1,2]imidazo[4,5-c]quinolin-6-amine hydrochloride

HRID 1364032ノート

反応式

HRID 1364032 の反応式
[ClH:1].[NH2:2][C:3]1[C:12]2[N:13]=[C:14]3[CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16][N:15]3[C:11]=2[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1>O1CCOCC1.ClCCl>[ClH:1].[CH:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[C:11]1[N:15]3[CH2:16][CH2:17][NH:18][CH2:19][C:14]3=[N:13][C:12]=1[C:3]([NH2:2])=[N:4]2

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 58923896tert-butyl 6-amino-10,11-dihydropyrazino[1',2':1,2]imidazo[4,5-c]quinoline-9(8H)-carboxylate

生成物 1

HCID 669586758,9,10,11-Tetrahydropyrazino[1',2':1,2]imidazo[4,5-c]quinolin-6-amine hydrochloride

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

実験手順

Hydrogen chloride (300 mL of a 4 N solution in 1,4-dioxane) was added to a solution of tert-butyl 6-amino-10,11-dihydropyrazino[1′,2′:1,2]imidazo[4,5-c]quinoline-9(8H)-carboxylate (34.74 g, 102.36 mmol) in dichloromethane (300 mL). The reaction was stirred overnight at ambient temperature and then concentrated under reduced pressure. The resulting solid was suspended in dichloromethane, isolated by filtration, and washed sequentially with dichloromethane, diethyl ether, hexane, and diethyl ether. The solid was then triturated with methanol and isolated by filtration to provide 11.58 g of 8,9,10,11-tetrahydropyrazino[1′,2′:1,2]imidazo[4,5-c]quinolin-6-amine hydrochloride as a white solid. The filtrate was concentrated under reduced pressure, dissolved in water, and precipitated with 1,4-dioxane to provide an additional 6.95 g of product.

後処理

  1. concentrationconcentrated under reduced pressure
  2. customisolated by filtration
  3. washwashed sequentially with dichloromethane, diethyl ether, hexane, and diethyl ether
  4. customThe solid was then triturated with methanol
  5. customisolated by filtration

出典と根拠

ORDレコード
ord-576ce7cd1a7a4faaa226395ec87ddb73
出典データセット
uspto-grants-2011_02
特許番号
US07888349B2

反応ノート

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