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Diisopropylethylamine → HCID 70856623, 화합물

HRID 1501347
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HRID 1501347 반응식
Br[CH:2]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1)=O.[CH3:29][C:30]1[C:35]([CH3:36])=[C:34]([S:37][CH3:38])[N:33]=[N:32][C:31]=1[NH2:39].C(N(CC)C(C)C)(C)C>C(#N)CCC>[CH3:36][C:35]1[C:34]([S:37][CH3:38])=[N:33][N:32]2[C:2]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[C:3]([C:5]3[CH:10]=[CH:9][C:8]([C:11]4([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:14][CH2:13][CH2:12]4)=[CH:7][CH:6]=3)[N:39]=[C:31]2[C:30]=1[CH3:29]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 717426864,5-Dimethyl-6-(methylthio)pyridazin-3-amineHCID 86691038tert-Butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate

생성물 1

HCID 70856623HCID 70856623, 화합물수율 19%

시약·촉매·용매 1

HCID 8008Butyronitrile용매

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온도
125 °C

실험 절차

A mixture of crude tert-butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)carbamate [that was prepared in a manner analgous to that described for Intermediate Example Int-1-A] (540 mg, ˜80% purity, 0.970 mmol, 1.0 eq), 4,5-dimethyl-6-(methylsulfanyl)-pyridazin-3-amine (that was prepared in a manner analgous to that described for Intermediate Example Int-35, Step 1, 181 mg, ˜50% purity, 1.07 mmol, 1.1 eq) and N,N-diisopropylethylamine (170 μL, 0.970 mmol, 1.1 eq) in butyronitrile (4.7 mL) was heated for 4 hours at 125° C. On cooling the reaction mixture was concentrated in vacuo. The crude mixture was purified via reversed phase preparative HPLC to give 105 mg (19% yield) of the title compound.

후처리

  1. customthat was prepared in a manner analgous to
  2. customwas prepared in a manner analgous to
  3. temperatureOn cooling the reaction mixture
  4. concentrationwas concentrated in vacuo
  5. customThe crude mixture was purified via reversed phase preparative HPLC

출처 및 근거

ORD 기록
ord-30b75765495b4e5db48e5a1ddc7ac418
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09206185B2

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