Lithium Hydroxide → HCID 59618129, 화합물

HRID 449938노트

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HRID 449938 반응식
[Cl:1][C:2]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:3]=1[C:4]([NH:6][C:7]1[N:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]2[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=2)[CH:8]=1)=[O:5].[Li+].[OH-]>C1COCC1>[Cl:1][C:2]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:3]=1[C:4]([NH:6][C:7]1[N:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]2[CH:24]=[CH:23][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=2)[CH:8]=1)=[O:5]

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 59618316HCID 59618316, 화합물

생성물 1

HCID 59618129HCID 59618129, 화합물수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

To a solution of ethyl 4-(6-(2,6-dichlorobenzamido)pyrimidin-4-ylamino)benzoate (0.279 g, 0.647 mmol) in THF (5 mL) was added a solution of 3 N LiOH (2 mL). The mixture was heated at 60° C. for 12 hrs. THF was removed under reduced pressure. The residue was diluted with water, acidified with 1 N HCl to pH 3.0. The precipitated white solid was collected by filtration, washed with water, dried in high vacuum to give 4-(6-(2,6-dichlorobenzamido)pyrimidin-4-ylamino)benzoic acid (0.24 g, yield: 92%). 1H NMR (500 MHz, DMSO) δ 12.52 (s, 1H), 11.41 (s, 1H), 10.07 (s, 1H), 8.53 (s, 1H), 7.90 (d, J=8.9 Hz, 2H), 7.85 (d, J=8.9 Hz, 2H), 7.78 (d, J=0.8 Hz, 1H), 7.58-7.53 (m, 2H), 7.49 (dd, J=9.1, 6.9 Hz, 1H). LCMS (ESI) m/z: 403.0 [M+H+].

후처리

  1. customTHF was removed under reduced pressure
  2. additionThe residue was diluted with water
  3. filtrationThe precipitated white solid was collected by filtration
  4. washwashed with water
  5. customdried in high vacuum

출처 및 근거

ORD 기록
ord-48a7fed144eb4deab421dc6780dd20ce
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486950B2

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