Water → HCID 71238166, 화합물

HRID 1846659노트

반응식

HRID 1846659 반응식
C([O:3][C:4](=[O:30])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[C:17]([NH:18][C:19](=[O:27])[C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[CH:21]=3)=[CH:16][C:15]([C:28]#[N:29])=[CH:14][N:13]=2)[CH2:8][CH2:7]1)C.O.[OH-].[Li+]>C1COCC1.CO>[Cl:26][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][CH:23]=1)[C:19]([NH:18][C:17]1[C:12]([N:9]2[CH2:8][CH2:7][CH:6]([CH2:5][C:4]([OH:30])=[O:3])[CH2:11][CH2:10]2)=[N:13][CH:14]=[C:15]([C:28]#[N:29])[CH:16]=1)=[O:27]

참가 물질

6

반응물 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 71238641HCID 71238641, 화합물

생성물 1

HCID 71238166HCID 71238166, 화합물수율 80%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 0.047 g (0.11 mmol) of [3′-(3-chloro-benzoylamino)-5′-cyano-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-acetic acid ethyl ester in a mixture of THF (5 mL) and MeOH (2 mL) is added water (1 mL) and 0.013 g (0.55 mmol) of lithium hydroxide. The reaction mixture is stirred at room temperature for three days. The solvent is removed under reduced pressure and the residue is taken back up into water. The pH of the resulting aqueous solution is adjusted to approximately pH2 by adding concentrated hydrochloric acid which results in a solid precipitating from solution. The formed precipitate is collected by filtration, washed with water, and dried under vacuum to give 0.035 g (80%) of [3′-(3-chloro-benzoylamino)-5′-cyano-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]-acetic acid as yellow solid.

후처리

  1. customThe solvent is removed under reduced pressure
  2. additionby adding concentrated hydrochloric acid which
  3. customresults in a solid
  4. customprecipitating from solution
  5. filtrationThe formed precipitate is collected by filtration
  6. washwashed with water
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-049a5036e8364081aeb2d67c41bbe84c
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952004B2

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