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Potassium Carbonate → HCID 178487816, 화합물

HRID 2273220
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HRID 2273220 반응식
C(=O)([O-])[O-].[K+].[K+].[NH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[N:16]=2)[N:11]=[CH:10][C:9]=1[OH:20].[CH2:21]([O:28][C:29](=[O:41])[NH:30][C@H:31]1[CH2:36][CH2:35][C@H:34]([C:37](=[O:40])[CH2:38]Br)[CH2:33][CH2:32]1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C)C=O>[CH2:21]([O:28][C:29](=[O:41])[NH:30][C@H:31]1[CH2:36][CH2:35][C@H:34]([C:37]2([OH:40])[NH:7][C:8]3[C:17]4[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[N:16]=4)[N:11]=[CH:10][C:9]=3[O:20][CH2:38]2)[CH2:33][CH2:32]1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1
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참가 물질

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반응물 3

HCID 11430Potassium CarbonateHCID 1363447124-Amino-6-methoxy-[1,5]naphthyridin-3-olHCID 178523765HCID 178523765, 화합물

생성물 1

HCID 178487816HCID 178487816, 화합물수율 563.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Potassium carbonate (246 mg, 1.78 mmol, 2.0 eq) is added at room temperature to a stirred solution of 4-amino-6-methoxy-[1,5]naphthyridin-3-ol (170 mg, 0.89 mmol, 1.0 eq) in N,N-dimethylformamide (20 mL), followed by [trans-4-(2-bromo-acetyl)-cyclohexyl]-carbamic acid benzyl ester (315 mg, 0.89 mmol, 1.0 eq). After 4 hours stirring at room temperature, solvent is evaporated and the residue is extracted with ethyl acetate (3×20 mL) and a saturated ammonium chloride aqueous solution (20 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to afford [trans-4-(3-hydroxy-6-methoxy-3,4-dihydro-2H-1-oxa-4,5,9-triaza-phenanthren-3-yl)-cyclohexyl]-carbamic acid benzyl ester (2.33 g, 88% Yield).

후처리

  1. customsolvent is evaporated
  2. extractionthe residue is extracted with ethyl acetate (3×20 mL)
  3. dry with materialThe combined organic layers are dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a1c6e603b5e24689a8af6567aa626b5f
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09120822B2

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