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Sodium Carbonate → Methyl 1-(4-(5-bromopyrimidin-2-ylamino)phenethyl)piperidine-4-carboxylate

HRID 2067871
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HRID 2067871 반응식
CS(O[CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:15]2[N:20]=[CH:19][C:18]([Br:21])=[CH:17][N:16]=2)=[CH:10][CH:9]=1)(=O)=O.[NH:22]1[CH2:31][CH2:30][CH:25]([C:26]([O:28][CH3:29])=[O:27])[CH2:24][CH2:23]1.C([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C>[Br:21][C:18]1[CH:17]=[N:16][C:15]([NH:14][C:11]2[CH:12]=[CH:13][C:8]([CH2:7][CH2:6][N:22]3[CH2:31][CH2:30][CH:25]([C:26]([O:28][CH3:29])=[O:27])[CH2:24][CH2:23]3)=[CH:9][CH:10]=2)=[N:20][CH:19]=1
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참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 424914Methyl isonipecotateHCID 866601174-(5-Bromopyrimidin-2-ylamino)phenethyl methanesulfonate

생성물 1

HCID 68727496Methyl 1-(4-(5-bromopyrimidin-2-ylamino)phenethyl)piperidine-4-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

The reaction mixture of 4-(5-bromopyrimidin-2-ylamino)phenethyl methanesulfonate 19 (1.55 mmol) and methyl isonipecotate (3.10 mmol) in DMF (5 mL) is stirred at 90° C. for 12 h. After the reaction is complete, Na2CO3 (2.0 M, 20 mL) is added and the resulting mixture is extracted with EtOAc (50 mL). The organic layer is separated and concentrated to give crude methyl 1-(4-(5-bromopyrimidin-2-ylamino)phenethyl)piperidine-4-carboxylate 20. MS (m/z) (M+1)+: 419.1.

후처리

  1. extractionthe resulting mixture is extracted with EtOAc (50 mL)
  2. customThe organic layer is separated
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f1f3a2ad8ea641c3b91a9144dbcd469b
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08293757B2

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