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Sodium Hydroxide → trans-[(7-Chloro-1,2,3,4,10,14b-hexahydro-10-methyldibenzo[b,f]pyrido[1,2-d][1,4]diazepin-1-yl)amino]acetic Acid

HRID 16187
노트
인쇄 미리보기

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HRID 16187 반응식
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]([CH3:26])[C:7]3[CH:25]=[CH:24][CH:23]=[CH:22][C:8]=3[C@@H:9]3[C@H:14]([NH:15][CH2:16][C:17]([O:19]CC)=[O:18])[CH2:13][CH2:12][CH2:11][N:10]3[C:4]=2[CH:3]=1.[OH-].[Na+]>O1CCOCC1.O>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]2[N:6]([CH3:26])[C:7]3[CH:25]=[CH:24][CH:23]=[CH:22][C:8]=3[C@@H:9]3[C@H:14]([NH:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:13][CH2:12][CH2:11][N:10]3[C:4]=2[CH:3]=1
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 86599896Ethyl trans-[(7-chloro-1,2,3,4,10,14b-hexahydro-10-methyldibenzo[b,f]pyrido[1,2-d][1,4]diazepin-1-yl)amino]acetate

생성물 1

HCID 86599898trans-[(7-Chloro-1,2,3,4,10,14b-hexahydro-10-methyldibenzo[b,f]pyrido[1,2-d][1,4]diazepin-1-yl)amino]acetic Acid수율 12%

시약·촉매·용매 2

HCID 962Water용매
HCID 31275
1,4-Dioxane
용매

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온도
65 °C

실험 절차

To a solution of ethyl trans-[(7-chloro-1,2,3,4,10,14b-hexahydro-10-methyldibenzo[b,f]pyrido[1,2-d][1,4]diazepin-1-yl)amino]acetate (35 mg, 0.09 mmol) in dioxane (1 mL) was added 4N (aq) NaOH (250 ul). The reaction mixture was stirred at 65° C. for 1.5 h. It was diluted with water (25 mL) whereafter the pH was adjusted to pH 2 with 2N (aq) HCL. The mixture was extracted with ethyl acetate (2×), washed with water and brine, dried (MgSO4) and evaporated. The crude product was purified with LC-MS to afford the title compound (4 mg, 12%). Data (m/z)=372 (M+H)+.

후처리

  1. extractionThe mixture was extracted with ethyl acetate (2×)
  2. washwashed with water and brine
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe crude product was purified with LC-MS

출처 및 근거

ORD 기록
ord-61bddab8e22e4eacae7133c9fc982f5a
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07737136B2

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