Hydrochloric Acid → 2-chloro-7-ethyl-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

HRID 408096ノート

反応式

HRID 408096 の反応式
[CH2:1]([N:3]1[CH2:9][CH2:8][C:7]2[N:10]=[CH:11][C:12](N)=[N:13][C:6]=2[CH2:5][CH2:4]1)[CH3:2].N([O-])=O.[Na+].[ClH:19]>O.[Cu]Br>[Cl:19][C:12]1[CH:11]=[N:10][C:7]2[CH2:8][CH2:9][N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][C:6]=2[N:13]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 30678372-Amino-7-ethyl-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepineHCID 23668193Sodium Nitrite

生成物 1

HCID 580715892-chloro-7-ethyl-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

試薬・触媒・溶媒 2

HCID 24593copper(I) bromide触媒HCID 962Water溶媒

反応条件

温度
-5 °C

実験手順

26.5 g of 7-ethyl-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepin-2-ylamine (U.S. Pat. No. 4,409,220) are suspended in 130 ml conc. hydrochloric acid, combined with 0.1 g copper(I)bromide and cooled to −5° C. A suspension of 11 g sodium nitrite in 14 ml of water is slowly added dropwise. The reaction mixture is stirred for 15 hours at ambient temperature and evaporated almost to dryness. The residue is slowly added to ice water and potassium carbonate. The product is extracted with dichloromethane and precipitated as the hydrochloride with an ethereal HCl solution. 14.3 g product are obtained. M.p.=258-262° C.

後処理

  1. additionis slowly added dropwise
  2. customevaporated almost to dryness
  3. additionThe residue is slowly added to ice water and potassium carbonate
  4. extractionThe product is extracted with dichloromethane
  5. customprecipitated as the hydrochloride with an ethereal HCl solution

出典と根拠

ORDレコード
ord-9aa18beabcb14f389dd2bab0d4bcbbd9
出典データセット
uspto-grants-2014_06
特許番号
US08759326B2

反応ノート

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