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Potassium Phosphate, Tribasic → HCID 58494079, 화합물

HRID 1942689
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HRID 1942689 반응식
[CH2:1]([C:3]1[C:8](B2OC(C)(C)C(C)(C)O2)=[CH:7][CH:6]=[CH:5][C:4]=1[CH:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1)[CH3:2].Br[C:32]1[N:36]=[C:35]([C:37]2[CH:38]=[CH:39][C:40]([CH2:45][CH:46]([CH3:48])[CH3:47])=[C:41]([CH:44]=2)[C:42]#[N:43])[S:34][N:33]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>CN(C)C=O.O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:42]([C:41]1[CH:44]=[C:37]([C:35]2[S:34][N:33]=[C:32]([C:8]3[C:3]([CH2:1][CH3:2])=[C:4]([CH:18]4[CH2:19][CH2:20][N:21]([C:24]([O:26][C:27]([CH3:29])([CH3:30])[CH3:28])=[O:25])[CH2:22][CH2:23]4)[CH:5]=[CH:6][CH:7]=3)[N:36]=2)[CH:38]=[CH:39][C:40]=1[CH2:45][CH:46]([CH3:48])[CH3:47])#[N:43]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 62657Potassium Phosphate, TribasicHCID 669817585-(3-Bromo-1,2,4-thiadiazol-5-yl)-2-(2-methylpropyl)benzonitrileHCID 66981980HCID 66981980, 화합물

생성물 1

HCID 58494079HCID 58494079, 화합물수율 99.2%

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물
촉매
HCID 962Water용매
HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

To a solution of 1,1-dimethylethyl 4-[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-piperidinecarboxylate (70 mg, 0.169 mmol), 5-(3-bromo-1,2,4-thiadiazol-5-yl)-2-(2-methylpropyl)benzonitrile (D60) (81 mg, 0.253 mmol) and Pd(Ph3P)4 (19.47 mg, 0.017 mmol) in N,N-Dimethylformamide (DMF) (5 mL) and Water (1 mL) was added tripotassium phosphate (107 mg, 0.506 mmol). This solution was stirred in MW irradiation at 120° C. for 20 Min. The solution was dried directly with silica gel and purified on column chromatography to afford 1,1-dimethylethyl 4-(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)-1-piperidinecarboxylate (D124) (89 mg). MS (ES): C31H38N4O2S requires 530.3. found 531.3 (M+H+).

후처리

  1. customThe solution was dried directly with silica gel
  2. custompurified on column chromatography

출처 및 근거

ORD 기록
ord-3276b25db1894e11b07fac919fe15697
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08389508B2

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