Diisobutylaluminumhydride → 5-(1,1,1-Trifluoro-2-hydroxypropan-2-yl)pyridine-3-carbaldehyde

HRID 1048942노트

반응식

HRID 1048942 반응식
[F:1][C:2]([F:17])([F:16])[C:3]([C:6]1[CH:7]=[C:8]([C:12](OC)=[O:13])[CH:9]=[N:10][CH:11]=1)([OH:5])[CH3:4].[H-].C([Al+]CC(C)C)C(C)C>C1(C)C=CC=CC=1.ClCCl>[F:17][C:2]([F:1])([F:16])[C:3]([C:6]1[CH:7]=[C:8]([CH:12]=[O:13])[CH:9]=[N:10][CH:11]=1)([OH:5])[CH3:4]

참가 물질

5

반응물 2

HCID 21225700DiisobutylaluminumhydrideHCID 68053841Methyl 5-(1,1,1-trifluoro-2-hydroxypropan-2-yl)pyridine-3-carboxylate

생성물 1

HCID 867030845-(1,1,1-Trifluoro-2-hydroxypropan-2-yl)pyridine-3-carbaldehyde

시약·촉매·용매 2

HCID 1140Toluene용매2회HCID 6344Dichloromethane용매

실험 절차

To a cooled (−78° C.) solution of the title compound from Step B (0.14 g, 0.56 mmol) in toluene (3.23 mL) and dichloromethane (3.23 mL) was added a solution of di-isobutyl aluminum hydride in toluene (1.0 M, 1.29 mL, 1.29 mmol). After 10 min, the reaction was quenched with water (1 mL), allowed to warm to room temperature, and dried over magnesium sulfate. Concentration of the filtrate under reduced pressure provided the title compound: 1H NMR (500 MHz, CDCl3) δ 10.16 (s, 1 H), 9.08 (s, 1 H), 9.07 (s, 1 H), 8.41 (s, 1 H), 3.30 (br s, 1 H), 1.88 (s, 3 H).

후처리

  1. customthe reaction was quenched with water (1 mL)
  2. dry with materialdried over magnesium sulfate

출처 및 근거

ORD 기록
ord-7042f9eb45c249b4b074590ff1bd8ff0
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09382226B2

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