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

Lithium hydroxide, monohydrate → 4-(4-(Dibutylcarbamoyl)-1-methyl-1H-imidazol-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoic acid

HRID 528998
노트
인쇄 미리보기

반응식

HRID 528998 반응식
[CH2:1]([N:5]([CH2:36][CH2:37][CH2:38][CH3:39])[C:6]([C:8]1[N:9]=[C:10]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[CH:16][C:15]=2[C:24]([N:26]2[CH2:35][CH2:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:27]2)=[O:25])[N:11]([CH3:13])[CH:12]=1)=[O:7])[CH2:2][CH2:3][CH3:4].C1COCC1.CO.O.O[Li].O>O>[CH2:1]([N:5]([CH2:36][CH2:37][CH2:38][CH3:39])[C:6]([C:8]1[N:9]=[C:10]([C:14]2[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[CH:16][C:15]=2[C:24]([N:26]2[CH2:35][CH2:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:27]2)=[O:25])[N:11]([CH3:13])[CH:12]=1)=[O:7])[CH2:2][CH2:3][CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 168937Lithium hydroxide, monohydrateHCID 21892291Methanol tetrahydrofuran waterHCID 71062400Methyl 4-(4-(dibutylcarbamoyl)-1-methyl-1H-imidazol-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate

생성물 1

HCID 710623034-(4-(Dibutylcarbamoyl)-1-methyl-1H-imidazol-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoic acid수율 88.7%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

To a solution of methyl 4-(4-(dibutylcarbamoyl)-1-methyl-1H-imidazol-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate (65 mg, 0.12 mmol) in mixed solvents (THF/MeOH/H2O; 2:2:1; 5 mL) was added LiOH H2O (15 mg, 0.36 mmol) at 0° C. The reaction mixture was allowed to room temperature over 30 min. and stirring was continued for 1 h. The reaction mixture was concentrated to give crude product, which was diluted with water and extracted with MTBE. The aqueous layer was neutralized with 0.5N HCl and extracted with DCM (3×). The combined organic layer was dried over Na2SO4 and concentrated in vacuo to give the title compound (55 mg, 87%). 1H NMR (CD3OD, 1:1 mixture of amide rotamers) δ 8.28 (dd, J=8.0, 1.6 Hz, 1H), 8.14 (s, 1H), 7.77 (dd, J=13.6, 8.4 Hz, 1H), 7.63 (s, 0.5H), 7.51 (s, 0.5H), 7.23-7.13 (m, 3.5H), 6.95 (d, J=9.2 Hz, 0.5H), 4.79 (s, 1H), 4.48 (s, 1H), 3.77 (s, 1.5H), 3.68 (s, 1.5H), 3.58-3.01 (m, 6H), 2.88-2.80 (m, 2H), 1.60-1.40 (m, 2H), 1.39-1.20 (m, 4H), 1.19-1.00 (m, 2H), 0.99-0.90 (m, 3H), 0.85-0.75 (m, 3H); MS(ESI+) m/z 517.4 (M+H)+.

후처리

  1. waitwas continued for 1 h
  2. concentrationThe reaction mixture was concentrated
  3. customto give crude product, which
  4. extractionextracted with MTBE
  5. extractionextracted with DCM (3×)
  6. dry with materialThe combined organic layer was dried over Na2SO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0888a8da8e8e42d689d8dabb1ecdae4a
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09346795B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트