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Potassium Carbonate → HCID 24964085, 화합물

HRID 655277
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HRID 655277 반응식
Cl.Cl.[C:3]1([C:9]2[N:14]=[N:13][C:12]([NH:15][NH2:16])=[CH:11][CH:10]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:17][C:18]1[CH:27]=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([CH2:28][C:29](O)=O)[CH:24]=2)[N:19]=1.Cl.CN(C)CCCN=C=NCC.O.ON1C2C=CC=CC=2N=N1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:17][C:18]1[CH:27]=[CH:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([CH2:28][C:29]3[N:13]4[N:14]=[C:9]([C:3]5[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=5)[CH:10]=[CH:11][C:12]4=[N:15][N:16]=3)[CH:24]=2)[N:19]=1
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참가 물질

7

반응물 5

HCID 11430Potassium CarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 59320364HCID 59320364, 화합물HCID 687055603-Hydrazino-6-phenylpyridazine dihydrochloride

생성물 1

HCID 24964085HCID 24964085, 화합물
수율 32%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A vial was charged with (6-phenyl-pyridazin-3-yl)-hydrazine dihydrochloride (20 mg, 0.077 mmol), (2-methyl-quinolin-6-yl)-acetic acid (17 mg, 0.085 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (22 mg, 0.115 mmol), 1-hydroxybenzotriazole hydrate (11 mg, 0.077 mmol), potassium carbonate (32 mg, 0.231 mmol), and N,N-dimethyl formamide (0.7 mL). The reaction mixture was stirred at room temperature for 14 h. After such time the mixture was concentrated in vacuo. Acetic acid (1 mL) was added to the residue and the resulting reaction mixture was stirred at 55° C. for 5 h. After such time the mixture was concentrated in vacuo and partitioned between 1 M aqueous potassium carbonate and ethyl acetate. The organic layer was washed with 1 M aqueous potassium carbonate, then brine, and directly adsorbed on silica gel. Purification on silica gel with 0-8% gradient of methanol in ethyl acetate afforded the title compound (8.7 mg, 0.024 mmol, 32% yield) as a light yellow solid. Analytical data presented in Table 1.

후처리

  1. concentrationAfter such time the mixture was concentrated in vacuo
  2. additionAcetic acid (1 mL) was added to the residue
  3. customthe resulting reaction mixture
  4. stirringwas stirred at 55° C. for 5 h
  5. concentrationAfter such time the mixture was concentrated in vacuo
  6. custompartitioned between 1 M aqueous potassium carbonate and ethyl acetate
  7. washThe organic layer was washed with 1 M aqueous potassium carbonate
  8. customPurification on silica gel with 0-8% gradient of methanol in ethyl acetate

출처 및 근거

ORD 기록
ord-0c51c7547dd748938aea0bd0ba7eb37c
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08071581B2

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