Triethylamine → 4-Dipentylcarbamoyl-1-(2,2-diphenylacetyl)hexahydro-2-pyrazinecarboxylic acid

HRID 2226592

반응식

HRID 2226592 반응식
[C:1]1([CH:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH:11]2[C:16]([OH:18])=[O:17])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH2:32]([N:37]([CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[C:38](Cl)=[O:39])[CH2:33][CH2:34][CH2:35][CH3:36]>C1COCC1>[CH2:41]([N:37]([CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[C:38]([N:13]1[CH2:14][CH2:15][N:10]([C:8](=[O:9])[CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:11]([C:16]([OH:18])=[O:17])[CH2:12]1)=[O:39])[CH2:42][CH2:43][CH2:44][CH3:45]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 18965159(+/-)-1-(Diphenylacetyl)-2-piperazinecarboxylic acidHCID 22106956Dipentylcarbamyl chloride

생성물 1

HCID 189651744-Dipentylcarbamoyl-1-(2,2-diphenylacetyl)hexahydro-2-pyrazinecarboxylic acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

A mixture of 79 mg (0.24 mmole) of (±)-1-(diphenylacetyl)piperazine-2-carboxylic acid (from Example 2, Step A) and 2 ml of THF was treated with 49 mg (0.48 mmole) of triethylamine to give a solution which was cooled to 0° C. With stirring a solution of 61 mg (0.25 mmole) of dipentylcarbamoyl chloride (from Step A) in 0.5 ml of THF was added and the solution was briefly warmed to 50° C. and then stirred at 25° C. for 16 hours. The resulting mixture was filtered and the filtrate was concentrated in vacuo to an oil which was dissolved in 0.5 ml of methanol and was chromatographed over an 85×0.9 cm. LH-20 column with 1.7 ml fractions of methanol. Fractions 21-25 were combined and concentrated in vacuo to 70 mg (57%) of oil.

후처리

  1. customto give a solution which
  2. additionwas added
  3. temperaturethe solution was briefly warmed to 50° C.
  4. filtrationThe resulting mixture was filtered
  5. concentrationthe filtrate was concentrated in vacuo to an oil which
  6. dissolutionwas dissolved in 0.5 ml of methanol
  7. customwas chromatographed over an 85×0.9 cm
  8. concentrationconcentrated in vacuo to 70 mg (57%) of oil

출처 및 근거

ORD 기록
ord-e2fb56f4209249dc8ea1639dfb0967c6
출처 데이터셋
uspto-grants-1994_09
특허 번호
US05348955

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