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Aluminium lithium hydride → HCID 86629465, 화합물

HRID 599334
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HRID 599334 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH:7]([NH:10][C:11]1[C:16]([C:17](OCC)=[O:18])=[CH:15][N:14]=[C:13]([N:22]([O:24][CH3:25])[CH3:23])[CH:12]=1)([CH3:9])[CH3:8]>C1COCC1>[CH:7]([NH:10][C:11]1[CH:12]=[C:13]([N:22]([O:24][CH3:25])[CH3:23])[N:14]=[CH:15][C:16]=1[CH2:17][OH:18])([CH3:9])[CH3:8]
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 86629463Ethyl 6-(methoxymethylamino)-4-[(1-methylethyl)amino]-3-pyridinecarboxylate

생성물 1

HCID 86629465HCID 86629465, 화합물수율 107.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

LiAlH4 (0.9 g, 24.0 mmol) was added in portions to a solution of ethyl 4-(isopropylamino)-6-(methoxy(methyl)amino)nicotinate (3.2 g, 12.0 mmol) in THF (60 mL) at 0° C. and the resultant reaction mixture was stirred at RT for 30 min. The reaction was quenched by the addition of water (1 mL) and aqueous 2N NaOH (1 mL). The resulting precipitates were removed by filtration and the filtrate was concentrated to afford (4-(isopropylamino)-6-(methoxy(methyl)amino)pyridine-3-yl)methanol (2.9 g, >100% yield), which was used without further purification. 1HNMR (400 MHz, DMSO-d6): δ 7.62 (s, 1 H), 6.16 (s, 1 H), 5.44 (d, J=7.2 Hz, 1 H), 5.02 (bs, 1 H), 4.33 (s, 2 H), 3.69-3.61 (m, 4 H), 3.06 (s, 3 H), 1.18 (d, J=6.4 Hz, 6 H).

후처리

  1. customthe resultant reaction mixture
  2. customThe reaction was quenched by the addition of water (1 mL) and aqueous 2N NaOH (1 mL)
  3. customThe resulting precipitates
  4. customwere removed by filtration
  5. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-4208e7356dc549d09af96b1ddb6b3f3d
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897762B2

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