Triethylamine → HCID 21504633, 화합물

HRID 1288225노트

반응식

HRID 1288225 반응식
Cl.[NH2:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([S:11]([NH2:14])(=[O:13])=[O:12])[CH2:7][CH2:6]1.C(N(CC)CC)C.[Cl:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29](Cl)=[O:30])[CH:24]=1>Cl.O1CCCC1>[Cl:22][C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29]([NH:2][CH2:3][CH2:4][CH:5]2[CH2:10][CH2:9][N:8]([S:11]([NH2:14])(=[O:13])=[O:12])[CH2:7][CH2:6]2)=[O:30])[CH:24]=1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 110951464-chloropyridine-2-carbonyl ChlorideHCID 122820794-(2-Aminoethyl)piperidine-1-sulfonamide hydrochloride

생성물 1

HCID 21504633HCID 21504633, 화합물수율 36%

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a mixture of 1.95 g. (0.008 mole) of 4-(2-aminoethyl)-1-piperidinesulfonamide hydrochloride and 2.22 ml. (0.016 mole) of triethylamine in 15 ml. of dry tetrahydrofuran, there were added 1.41 g. (0.008 mole) of 4-chloropicolinoyl chloride dissolved in 15 ml. of tetrahydrofuran. The initial addition step was slightly exothermic (~40° C.) and after completion of same, the resulting reaction mixture was stirred at ambient temperatures for a period of approximately 16 hours. At this point, the thoroughly stirred mixture was poured into 50 ml. of ice water and subsequently acidified with a few drops of 3N aqueous hydrochloric acid. The resulting crystalline precipitate was then recovered by means of suction filtration and thereafter recrystallized twice from acetonitrile to afford 0.997 g. of pure product. In this way, there was ultimately obtained a 36% of 4-[2-(4-chloropicolinamido)ethyl]-1-piperidinesulfonamide, m.p. 186°-187° C.

후처리

  1. additionTo a mixture of 1.95 g
  2. additionThe initial addition step
  3. custom(~40° C.)
  4. customafter completion of same, the resulting reaction mixture
  5. additionAt this point, the thoroughly stirred mixture was poured into 50 ml
  6. filtrationThe resulting crystalline precipitate was then recovered by means of suction filtration
  7. customrecrystallized twice from acetonitrile
  8. customto afford 0.997 g

출처 및 근거

ORD 기록
ord-4627c0877bd944ceadec2e5e00886e46
출처 데이터셋
uspto-grants-1976_10
특허 번호
US03987172

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