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tert-Butanol → (6'-Chloro-2-methyl-[3,4']bipyridinyl-3'-yl)-carbamic acid tert-butyl ester

HRID 347682
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HRID 347682 반응식
FC(F)(F)C1C=C(C(C)(C)[C:14]([N:16](C)[C:17]2[CH:18]=[N:19][C:20](N3CCN(C)CC3)=[CH:21][C:22]=2[C:23]2[C:24]([CH3:29])=[N:25][CH:26]=[CH:27][CH:28]=2)=[O:15])C=C(C(F)(F)F)C=1.[Cl:42]C1N=CC(C(O)=O)=C(C2C(C)=NC=CC=2)C=1.C(N(CC)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[C:83]([OH:87])([CH3:86])([CH3:85])[CH3:84]>>[C:83]([O:87][C:14](=[O:15])[NH:16][C:17]1[CH:18]=[N:19][C:20]([Cl:42])=[CH:21][C:22]=1[C:23]1[C:24]([CH3:29])=[N:25][CH:26]=[CH:27][CH:28]=1)([CH3:86])([CH3:85])[CH3:84]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 6386tert-ButanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 115560662-(3,5-bis-trifluoromethyl-phenyl)-N-methyl-N-[2-methyl-6'-(4-methyl-piperazin-1-yl)-[3,4']bipyridinyl-3'-yl]-isobutyramideHCID 210836376'-Chloro-2-methyl-[3,4']bipyridinyl-3'-carboxylic acid

생성물 1

HCID 58694598
(6'-Chloro-2-methyl-[3,4']bipyridinyl-3'-yl)-carbamic acid tert-butyl ester

실험 절차

2-(3,5-Bis-trifluoromethyl-phenyl)-N-methyl-N-[2-methyl-6′-(4-methyl-piperazin-1-yl)-[3,4′]bipyridinyl-3′-yl]-isobutyramide of formula I-2 can be prepared as follows: A solution of 6′-chloro-2-methyl-[3,4′]bipyridinyl-3′-carboxylic acid (VI), triethylamine and diphenylphosphoryl azide in tert-butanol is stirred at about 90° C. under argon for 1.5 h. After cooling to room temperature, the solvent is evaporated. The residue is diluted with ethyl acetate and washed with aqueous sodium hydrogencarbonate solution and brine. The organic layer is concentrated and purified to give the compound (6′-chloro-2-methyl-[3,4′]bipyridinyl-3′-yl)-carbamic acid tert-butyl ester of formula VIII.

후처리

  1. customthe solvent is evaporated
  2. additionThe residue is diluted with ethyl acetate
  3. washwashed with aqueous sodium hydrogencarbonate solution and brine
  4. concentrationThe organic layer is concentrated
  5. custompurified

출처 및 근거

ORD 기록
ord-e923a309dc824efb8302c19cca8fa673
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07176205B2

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