Triethylamine → 1-{4-[2-(1-Pyrrolyl)benzoylamino]benzoyl}-1,2,3,4tetrahydroquinoline

HRID 441242

반응식

HRID 441242 반응식
[N:1]1([C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=[CH:2]1.P(Cl)(OC1C=CC=CC=1)(OC1C=CC=CC=1)=O.[NH2:32][C:33]1[CH:50]=[CH:49][C:36]([C:37]([N:39]2[C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[CH2:42][CH2:41][CH2:40]2)=[O:38])=[CH:35][CH:34]=1.C(N(CC)CC)C>O1CCCC1>[N:1]1([C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8]([NH:32][C:33]2[CH:50]=[CH:49][C:36]([C:37]([N:39]3[C:48]4[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=4)[CH2:42][CH2:41][CH2:40]3)=[O:38])=[CH:35][CH:34]=2)=[O:10])[CH:2]=[CH:3][CH:4]=[CH:5]1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 75654Diphenyl chlorophosphateHCID 7285212-(1H-pyrrol-1-yl)benzoic acidHCID 2984117(4-aminophenyl)(3,4-dihydroquinolin-1(2H)-yl)methanone

생성물 1

HCID 105982751-{4-[2-(1-Pyrrolyl)benzoylamino]benzoyl}-1,2,3,4tetrahydroquinoline수율 60.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2-(1-pyrrolyl)benzoic acid (206 mg), diphenyl chlorophosphate (325 mg), 1-(4-aminobenzoyl}-1,2,3,4-tetrahydroquinoline (277 mg) in tetrahydrofuran (10 ml) was added triethylamine (333 mg) at 0° C. The resulting mixture was allowed to warm to ambient temperature where it was maintained for 5 hours. The solvent was evaporated and diluted with ethyl acetate and washed with water, saturated sodium bicarbonate aqueous solution and brine. The organic layer was dried over sodium sulfate and concentrated to give 1-{4-[2-(1-pyrrolyl)benzoylamino]benzoyl}-1,2,3,4tetrahydroquinoline (280 mg).

후처리

  1. temperaturewas maintained for 5 hours
  2. customThe solvent was evaporated
  3. additiondiluted with ethyl acetate
  4. washwashed with water, saturated sodium bicarbonate aqueous solution and brine
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b85ecc7cd5d44739bc7c54ad7db59d8c
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521170

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