Hydrochloric Acid → [2-bromo-6-(tert-butoxycarbonyl)-3-cyclohexyl-1H-indol-1-yl]acetic acid

HRID 1714006노트

반응식

HRID 1714006 반응식
[Br:1][C:2]1[N:3]([CH2:24][C:25]([O:27]C)=[O:26])[C:4]2[C:9]([C:10]=1[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[CH:8][CH:7]=[C:6]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH:5]=2.Cl>O>[Br:1][C:2]1[N:3]([CH2:24][C:25]([OH:27])=[O:26])[C:4]2[C:9]([C:10]=1[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1)=[CH:8][CH:7]=[C:6]([C:17]([O:19][C:20]([CH3:21])([CH3:22])[CH3:23])=[O:18])[CH:5]=2

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68511006tert-butyl 2-bromo-3-cyclohexyl-1-(2-methoxy-2-oxoethyl)-1H-indole-6-carboxylate2회

생성물 1

HCID 68509336[2-bromo-6-(tert-butoxycarbonyl)-3-cyclohexyl-1H-indol-1-yl]acetic acid

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
50 °C

실험 절차

A solution of LiOH monohydrate (4 eq) in H2O (0.05 M) was added to a solution of tert-butyl 2-bromo-3-cyclohexyl-1-(2-methoxy-2-oxoethyl)-1H-indole-6-carboxylate (1 eq) in a mixture THF: CH3OH (1:1) (from Step 6, 0.05 M). The reaction was heated at 50° C. for 2 h, before being allowed to cool to RT and reducing the volatiles in vacuo. The residue was then acidified with aqueous HCl (1 N) and the resultant precipitate filtered off, washed with water and dried in vacuo to afford the title compound (quant.); MS (ES+) m/z 436 (M+H)+, 438 (M+H)+.

후처리

  1. temperatureto cool to RT
  2. filtrationthe resultant precipitate filtered off
  3. washwashed with water
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-0f60e1b48e2b4854be2ab0042fd394c8
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795247B2

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