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Hydrochloric Acid → 7-Chloro-4-[[4-[[[1-(phenylmethyl)-4-piperidinyl]amino]carbonyl]phenyl]amino]-3-quinolinecarboxylic acid

HRID 1755943
노트
인쇄 미리보기

반응식

HRID 1755943 반응식
C([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([NH:25][CH:26]3[CH2:31][CH2:30][N:29]([CH2:32][C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[CH2:28][CH2:27]3)=[O:24])=[CH:19][CH:18]=1)=[CH:13][CH:12]=[C:11]([Cl:39])[CH:10]=2)=[O:5])C.[OH-].[Na+].Cl>CO>[Cl:39][C:11]1[CH:10]=[C:9]2[C:14]([C:15]([NH:16][C:17]3[CH:18]=[CH:19][C:20]([C:23]([NH:25][CH:26]4[CH2:27][CH2:28][N:29]([CH2:32][C:33]5[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=5)[CH2:30][CH2:31]4)=[O:24])=[CH:21][CH:22]=3)=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]2)=[CH:13][CH:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 152897657-Chloro-4-[[4-[[[1-(phenylmethyl)-4piperidinyl]amino]carbonyl]phenyl]amino]-3-quinolinecarboxylic acid ethyl ester

생성물 1

HCID 152897637-Chloro-4-[[4-[[[1-(phenylmethyl)-4-piperidinyl]amino]carbonyl]phenyl]amino]-3-quinolinecarboxylic acid수율 64%

시약·촉매·용매 1

HCID 887
Methanol
용매

실험 절차

7-Chloro-4-[[4-[[[1-(phenylmethyl)-4piperidinyl]amino]carbonyl]phenyl]amino]-3-quinolinecarboxylic acid ethyl ester (51.7 g, 95.2 mmol) was stirred in 550 ml of methanol and treated with 133 ml of 2.5 M NaOH. The reaction mixture was then refluxed for 45 m at which point the hot homogeneous solution was treated with 166 ml of 2 M HCl to precipitate the product. After the mixture cooled to room temperature, the product was filtered and washed with water, methanol and then ether. The yellow powdery material was then dried in vacuo overnight affording 31.3 g (60.9 mmol, 64% yield) of 7-chloro-4-[[4-[[[1-(phenylmethyl)-4-piperidinyl]amino]carbonyl]phenyl]amino]-3-quinolinecarboxylic acid.

후처리

  1. temperatureThe reaction mixture was then refluxed for 45 m at which point the hot homogeneous solution
  2. customto precipitate the product
  3. filtrationthe product was filtered
  4. washwashed with water, methanol
  5. customThe yellow powdery material was then dried in vacuo overnight

출처 및 근거

ORD 기록
ord-047bc975c67d4e79a9331ccde7b92feb
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05438064

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