HCID 11504490, 화합물 → HCID 57736689, 화합물

HRID 2080345노트

반응식

HRID 2080345 반응식
[F:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][N:15]3[CH2:20][CH2:19][NH:18][C@@H:17]([CH3:21])[CH2:16]3)[CH:9]=2)=[CH:6][C:5]([CH2:22][NH:23][C:24](=O)[C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][CH:32]3[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]3)[CH:26]=2)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[F:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][N:15]3[CH2:20][CH2:19][NH:18][C@@H:17]([CH3:21])[CH2:16]3)[CH:9]=2)=[CH:6][C:5]([CH2:22][NH:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][CH:32]3[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]3)[CH:26]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 11504490HCID 11504490, 화합물HCID 21226445Aluminium lithium hydride

생성물 1

HCID 57736689HCID 57736689, 화합물수율 82.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
80 °C

실험 절차

A solution of N-[(6-fluoro-3′-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-(4-piperidinylmethyl)benzamide (100 mg, 0.194 mmol) in THF (2.0 mL) was added to lithium aluminum hydride (1.0 N in THF, 2 mL, 2 mmol). The mixture was heated in a microwave reactor at 80° C. for 60 minutes. After cooling to room temperature, the reaction mixture was carefully quenched with saturated Na2SO4, filtered through celite, dried over K2CO3 and concentrated under vacuum to give a crude oil. Further purification by Gilson reverse phase HPLC, eluting with acetonitrile/water/0.1% TFA (10/90 to 70/30, v/v, over 12 min), gave the title compound (80 mg, 82%) as an oil. LC/MS: m/z, 502 (M+H), 1.29 min.

후처리

  1. temperatureAfter cooling to room temperature
  2. customthe reaction mixture was carefully quenched with saturated Na2SO4
  3. filtrationfiltered through celite
  4. dry with materialdried over K2CO3
  5. concentrationconcentrated under vacuum
  6. customto give a crude oil
  7. customFurther purification by Gilson reverse phase HPLC
  8. washeluting with acetonitrile/water/0.1% TFA (10/90 to 70/30, v/v, over 12 min)

출처 및 근거

ORD 기록
ord-38cc27f74241456f8f9831e775ef98a6
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932247B2

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