Sodium Hydroxide → [6-[3-[4-(Diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[1,5-b]pyridazin-7-yl]carboxylic acid

HRID 1067567노트

반응식

HRID 1067567 반응식
[C:1]1([CH:7]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[O:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:19]3[C:20]([C:28]([O:30]C)=[O:29])=[CH:21][C:22]4[N:23]([N:25]=[CH:26][N:27]=4)[N:24]=3)[CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:32]1([CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[O:8][CH:9]2[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][NH:18][C:19]3[C:20]([C:28]([OH:30])=[O:29])=[CH:21][C:22]4[N:23]([N:25]=[CH:26][N:27]=4)[N:24]=3)[CH2:13][CH2:14]2)[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 53760718Methyl [6-[3-[4-(diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[1,5-b]pyridazin-7-yl]carboxylate

생성물 1

HCID 22989252[6-[3-[4-(Diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[1,5-b]pyridazin-7-yl]carboxylic acid수율 51.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1.58 g of methyl [6-[3-[4-(diphenylmethoxy)piperidino]propylamino][1,2,4]triazolo[1,5-b]pyridazin-7-yl]carboxylate was dissolved in 10 ml of ethanol; 8.0 ml of a 1 N aqueous solution of sodium hydroxide was added, followed by stirring at room temperature for 1.5 hours. After cooling, the mixture was concentrated under reduced pressure; the residue was diluted with water and washed with ethyl acetate; 1 N hydrochloric acid was added to ajust pH 4.5. The mixture was saturated with saline and extracted with tetrahydrofuran; the extract was dried with magnesium sulfate. The crystal obtained by concentration under reduced pressure was washed with ethyl ether, collected by filtration and dried to yield 788 mg of the title compound.

후처리

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated under reduced pressure
  3. additionthe residue was diluted with water
  4. washwashed with ethyl acetate
  5. addition1 N hydrochloric acid was added to ajust pH 4.5
  6. extractionextracted with tetrahydrofuran
  7. dry with materialthe extract was dried with magnesium sulfate
  8. customThe crystal obtained by concentration under reduced pressure
  9. washwas washed with ethyl ether
  10. filtrationcollected by filtration
  11. customdried

출처 및 근거

ORD 기록
ord-d18c14815d104447a42d1bc39b047b4e
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06248740B1

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