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Sodium Bicarbonate → HCID 59626746, 화합물

HRID 2400374
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HRID 2400374 반응식
[CH2:1]([O:8][C:9]([NH:11][CH:12]([CH2:17][C:18]1[C:19]([CH2:28][NH:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)=[C:20]2[C:24](=[C:25]([Cl:27])[CH:26]=1)[NH:23][N:22]=[CH:21]2)[C:13]([O:15]C)=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[Cl:27][C:25]1[C:24]2[NH:23][N:22]=[CH:21][C:20]=2[C:19]2[CH2:28][N:29]([CH2:30][C:31]3[CH:32]=[CH:33][C:34]([O:37][CH3:38])=[CH:35][CH:36]=3)[C:13](=[O:15])[CH:12]([NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:17][C:18]=2[CH:26]=1
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참가 물질

4

반응물 2

HCID 516892Sodium BicarbonateHCID 59626688HCID 59626688, 화합물

생성물 1

HCID 59626746HCID 59626746, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of Methyl 2-{[(benzyloxy)carbonyl]amino}-3-(7-chloro-4-{[(4-methoxybenzyl)amino]methyl}-1H-indazol-5-yl)propanoate from Step A in toluene (100 mL) was heated at reflux for 3 hours and then cooled to room temperature. The reaction mix was poured into a saturated aqueous solution of sodium bicarbonate and the mixture was extracted with Ethyl acetate (2×200 mL). The combined organic extracts were washed once with brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated at reduced pressure. The resulting solid was swished once with a 1:1 mix of ethylacetate/hexane and the solid collected by filtration to give 3.1 g of the title compound to give the title compound. MS: m/z 505 (M+1).

후처리

  1. temperatureat reflux for 3 hours
  2. additionThe reaction mix
  3. extractionthe mixture was extracted with Ethyl acetate (2×200 mL)
  4. washThe combined organic extracts were washed once with brine (100 mL)
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated at reduced pressure
  8. additionmix of ethylacetate/hexane
  9. filtrationthe solid collected by filtration

출처 및 근거

ORD 기록
ord-083a2625ae25469b8deaf73d6da73376
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08796260B2

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