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

HRID 330883노트

반응식

HRID 330883 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 24593copper(I) bromide촉매HCID 962Water용매

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온도
-5 °C

실험 절차

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, mixed 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.

후처리

  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

출처 및 근거

ORD 기록
ord-1ca3b1cf3815411a901250028df8d9ae
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877758B2

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