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Pyridine → 2-({[6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carbonyl]-amino}-methyl)-morpholine-4-carboxylic acid tert-butyl ester

HRID 1972051
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HRID 1972051 반응식
Cl.FC1C([O:9][C:10]([C:12]2[N:13]=[N:14][C:15]([CH2:31][CH2:32][CH2:33][CH3:34])=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH:25]4[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]4)=[CH:20][CH:19]=3)[CH:17]=2)=O)=C(F)C(F)=C(F)C=1F.N1C=CC=CC=1.[C:45]([O:49][C:50]([N:52]1[CH2:57][CH2:56][O:55][CH:54]([CH2:58][NH2:59])[CH2:53]1)=[O:51])([CH3:48])([CH3:47])[CH3:46]>C1COCC1>[C:45]([O:49][C:50]([N:52]1[CH2:57][CH2:56][O:55][CH:54]([CH2:58][NH:59][C:10]([C:12]2[N:13]=[N:14][C:15]([CH2:31][CH2:32][CH2:33][CH3:34])=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH:25]4[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]4)=[CH:20][CH:19]=3)[CH:17]=2)=[O:9])[CH2:53]1)=[O:51])([CH3:48])([CH3:47])[CH3:46]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 19081094tert-Butyl 2-(aminomethyl)morpholine-4-carboxylateHCID 866578226-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid pentafluorophenyl ester hydrochloride

생성물 1

HCID 673736352-({[6-Butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carbonyl]-amino}-methyl)-morpholine-4-carboxylic acid tert-butyl ester

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

To a solution of 6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carboxylic acid pentafluorophenyl ester hydrochloride (0.18 mmol, 0.1 g, Example 90) and 0.1 mL of pyridine in 2 mL of THF was added 2-aminomethyl-morpholine-4-carboxylic acid tert-butyl ester (0.4 mmol, 0.09 g). The mixture was shaken at room temperature, and upon completion of the reaction, the solvent was removed. The residue was chromatographed with 4% methanolic solution of ammonia (2.0 M ammonia in methanol) in EtOAc to provide 2-({[6-butyl-5-(4-cyclohexyloxy-phenyl)-pyridazine-3-carbonyl]-amino}-methyl)-morpholine-4-carboxylic acid tert-butyl ester. LCMS: m/z 553.0 [M+1].

후처리

  1. customupon completion of the reaction
  2. customthe solvent was removed
  3. customThe residue was chromatographed with 4% methanolic solution of ammonia (2.0 M ammonia in methanol) in EtOAc

출처 및 근거

ORD 기록
ord-8869b1c9ac04445d9668505ecd2c834e
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431575B2

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