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Methyl 5-morpholinonicotinate → (5-Morpholinopyridin-3-yl)methanol

HRID 1174512
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반응식

HRID 1174512 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[N:7]1([C:13]2[CH:14]=[N:15][CH:16]=[C:17]([CH:22]=2)[C:18](OC)=[O:19])[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1>C1COCC1>[N:7]1([C:13]2[CH:22]=[C:17]([CH2:18][OH:19])[CH:16]=[N:15][CH:14]=2)[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1
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참가 물질

4

반응물 2

HCID 355238Methyl 5-morpholinonicotinateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 59557819(5-Morpholinopyridin-3-yl)methanol수율 80%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of LAH (1 g, 0.027 mol) in dry THF (70 mL) was added methyl 5-morpholin-4-ylnicotinate (4 g, 0.018 mol) in dry THF (10 mL) at −40° C. under stirring. The reaction mixture was stirred at this temperature for 2 h and then quenched with 6 mL of 10% aqueous NaOH solution at −40° C. The reaction mixture was allowed to stir at RT for 30 min, filtered through celite, washed with THF and concentrated to afford 2.8 g, (80%) of the title compound as a liquid.

후처리

  1. stirringThe reaction mixture was stirred at this temperature for 2 h
  2. customquenched with 6 mL of 10% aqueous NaOH solution at −40° C
  3. stirringto stir at RT for 30 min
  4. filtrationfiltered through celite
  5. washwashed with THF
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e49c3c2c48a24550bf003f6723275a35
출처 데이터셋
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07838522B2

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