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Hydrochloric Acid → (S)-2-{[5-(2,4-Difluorophenoxy)-1-isobutyl-1H-indazole-6-carbonyl]-amino}-4-dimethylaminobutyric acid

HRID 1715630
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HRID 1715630 반응식
C[Si](C)(C)[O-].[K+].C[O:8][C:9](=[O:41])[C@@H:10]([NH:16][C:17]([C:19]1[CH:27]=[C:26]2[C:22]([CH:23]=[N:24][N:25]2[CH2:28][CH:29]([CH3:31])[CH3:30])=[CH:21][C:20]=1[O:32][C:33]1[CH:38]=[CH:37][C:36]([F:39])=[CH:35][C:34]=1[F:40])=[O:18])[CH2:11][CH2:12][N:13]([CH3:15])[CH3:14].Cl>C1COCC1>[F:40][C:34]1[CH:35]=[C:36]([F:39])[CH:37]=[CH:38][C:33]=1[O:32][C:20]1[CH:21]=[C:22]2[C:26](=[CH:27][C:19]=1[C:17]([NH:16][C@@H:10]([CH2:11][CH2:12][N:13]([CH3:14])[CH3:15])[C:9]([OH:41])=[O:8])=[O:18])[N:25]([CH2:28][CH:29]([CH3:31])[CH3:30])[N:24]=[CH:23]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 23668039Potassium trimethylsilanolateHCID 57639703HCID 57639703, 화합물

생성물 1

HCID 42611138(S)-2-{[5-(2,4-Difluorophenoxy)-1-isobutyl-1H-indazole-6-carbonyl]-amino}-4-dimethylaminobutyric acid수율 68.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Potassium trimethylsilanolate (1.77 g, 13.8 mmol) was added to a solution of (S)-2-{[5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazole-6-carbonyl]-amino}-4-dimethylaminobutyric acid methyl ester (3.36 g, 6.88 mmol) in THF (5 mL). The reaction mixture was stirred at room temperature for 4 hours. HCl (17 mL of 4M in dioxane) was added to the mixture before it was concentrated under reduced pressure. The residue was suspended in dichloromethane and filtered. The filtrate was concentrated under reduced pressure to afford 2.23 g of product (68% yield). MS (ESI+) m/z 475 (M+1) detected; 1H NMR (400 mHz, DMSO-D6) δ 8.81 (d, 1H), 8.02 (s, 1H), 7.99 (s, 1H), 7.48 (m, 1H), 7.25 (m, 1H), 7.22 (s, 1H), 7.11 (m, 1H), 4.50 (m, 1H), 4.28 (d, 2H), 3.17 (m, 1H), 3.04 (m, 1H), 2.70 (s, 6H), 2.25 (m, 2H), 2.13 (m, 1H), 0.87 (d, 6H).

후처리

  1. concentrationwas concentrated under reduced pressure
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9bd7ed1cb36d423ca3ca472bd704b945
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07799782B2

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