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Diisopropylethylamine → N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazide

HRID 2266330
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HRID 2266330 반응식
[Br:1][C:2]1[C:3]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)=[CH:4][C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[CH3:17][C:18]1[C:23]([CH2:24][C:25](O)=[O:26])=[CH:22][CH:21]=[C:20]([C:28]([F:31])([F:30])[F:29])[N:19]=1.C(N(C(C)C)C(C)C)C.F[P-](F)(F)(F)(F)F.Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1.BrC1C(C2C=CC(Cl)=CC=2)=CC(NNC(=O)CC2C=NC(C(F)(F)F)=CC=2)=NC=1>CC#N>[Br:1][C:2]1[C:3]([C:10]2[CH:11]=[CH:12][C:13]([Cl:16])=[CH:14][CH:15]=2)=[CH:4][C:5]([NH:8][NH:9][C:25](=[O:26])[CH2:24][C:23]2[C:18]([CH3:17])=[N:19][C:20]([C:28]([F:29])([F:31])[F:30])=[CH:21][CH:22]=2)=[N:6][CH:7]=1
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참가 물질

7

반응물 5

HCID 81531DiisopropylethylamineHCID 2733179PyBroPHCID 115575962-(2-Methyl-6-(trifluoromethyl)pyridin-3-yl)acetic acidHCID 57979738N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(6-(trifluoromethyl)pyridin-3-yl)acetohydrazideHCID 579797505-Bromo-4-(4-chlorophenyl)-2-hydrazinylpyridine

생성물 1

HCID 57979751
N'-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetohydrazide
수율 97%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The title compound (160 mg, 97%) as a beige powder was prepared from 5-bromo-4-(4-chlorophenyl)-2-hydrazinylpyridine (100 mg, 0.33 mmol), 2-(2-methyl-6-(trifluoromethyl)pyridin-3-yl)acetic acid (75 mg, 0.33 mmol), (i-Pr)2EtN (86 mg, 0.66 mmol) and bromotripyrrolidinophosphonium hexafluorophosphate (PyBop, 190 mg, 0.37 mmol) in CH3CN (2.5 mL) by the procedures analogous to those described for N′-(5-bromo-4-(4-chlorophenyl)pyridin-2-yl)-2-(6-(trifluoromethyl)pyridin-3-yl)acetohydrazide (Example 56C). LC/MS (method B): retention time 1.92 min, [M+H]+=499.0.

출처 및 근거

ORD 기록
ord-510a8ff5af5e413582721bbe99546677
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07858639B2

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