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

HRID 347682
ノート
印刷プレビュー

反応式

HRID 347682 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e923a309dc824efb8302c19cca8fa673
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07176205B2

反応ノート

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