홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Hydrochloric Acid → (S)-2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-isopropyl-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetic acid

HRID 472855
노트
인쇄 미리보기

반응식

HRID 472855 반응식
[C:1]([O:5][C@@H:6]([C:11]1[C:12]([CH3:30])=[N:13][C:14]2[N:15]([N:20]=[C:21]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=3)[CH:22]=2)[C:16]=1[CH:17]([CH3:19])[CH3:18])[C:7]([O:9]C)=[O:8])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO>[C:1]([O:5][C@@H:6]([C:11]1[C:12]([CH3:30])=[N:13][C:14]2[N:15]([N:20]=[C:21]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[CH:24]=3)[CH:22]=2)[C:16]=1[CH:17]([CH3:19])[CH3:18])[C:7]([OH:9])=[O:8])([CH3:2])([CH3:3])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66691616(S)-methyl 2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-isopropyl-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate

생성물 1

HCID 66693671(S)-2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-isopropyl-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetic acid수율 94%

시약·촉매·용매 1

HCID 887
Methanol
용매

실험 절차

A solution of (S)-methyl 2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-isopropyl-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetate (0.060 g, 0.140 mmol) and 1M NaOH (1 ml, 1.000 mmol) in MeOH (5 mL) was heated at 60° C. for 16 h. Then, the reaction mixture was cooled, neutralized with 1M HCl (1 mL), concentrated and the residue was diluted with Et2O (25 mL), washed with 0.1M NH4OAc (5 mL), brine (5 mL), dried (Na2SO4), filtered and concentrated to give (S)-2-(tert-butoxy)-2-(2-(3-chlorophenyl)-7-isopropyl-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)acetic acid (0.055 g, 0.131 mmol, 94% yield) as white solid and 98% ee. 1H NMR (500 MHz, CDCl3) δ: 7.96 (s, 1H), 7.83 (d, J=7.0 Hz, 1H), 7.39-7.30 (m, 2H), 6.81 (s, 1H), 5.46 (br. s., 1H), 3.99 (br. s., 1H), 2.74 (br. s., 3H), 1.69 (d, J=6.4 Hz, 3H), 1.57 (br. s., 3H), 1.27 (s, 9H). LCMS (M+H) calcd for C22H27ClN3O3: 416.17. found: 416.3.

후처리

  1. temperatureThen, the reaction mixture was cooled
  2. concentrationconcentrated
  3. additionthe residue was diluted with Et2O (25 mL)
  4. washwashed with 0.1M NH4OAc (5 mL), brine (5 mL)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4847fdd8abb8492ba73df2ec7d833413
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08633200B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트