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Sodium Bicarbonate → HCID 70667981, 화합물

HRID 2407659
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HRID 2407659 반응식
[C:1]1([C:7]2[CH:11]=[C:10]([CH:12]=O)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:14]1[CH2:19][CH2:18][CH:17]([CH2:20][NH:21][C:22](=[O:28])[O:23][C:24]([CH3:27])([CH3:26])[CH3:25])[CH2:16][CH2:15]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.C[N+](C)(C)C.C(=O)(O)[O-].[Na+]>C(#N)C.C(O)(=O)C>[C:1]1([C:7]2[CH:11]=[C:10]([CH2:12][N:14]3[CH2:19][CH2:18][CH:17]([CH2:20][NH:21][C:22](=[O:28])[O:23][C:24]([CH3:26])([CH3:25])[CH3:27])[CH2:16][CH2:15]3)[O:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
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참가 물질

7

반응물 4

HCID 516892Sodium BicarbonateHCID 723429Tert-butyl (piperidin-4-ylmethyl)carbamateHCID 113672673-Phenyl-1,2-oxazole-5-carbaldehydeHCID 13696215Tetramethylammonium Triacetoxyborohydride (>90%)

생성물 1

HCID 70667981HCID 70667981, 화합물수율 90.9%

시약·촉매·용매 2

HCID 176
Acetic Acid
용매
HCID 6342Acetonitrile용매

실험 절차

A solution of the compound prepared in Example 7 (2.00 g), tert-butyl piperidin-4-ylmethylcarbamate (2.72 g) and acetic acid (0.66 mL) in acetonitrile (60 mL) was stirred at room temperature for 30 minutes. Tetramethylammonium triacetoxyborohydride (9.12 g) was added and the reaction was stirred overnight. The reaction was then poured into a saturated aqueous sodium bicarbonate solution and the resulting mixture was extracted three times with ethyl acetate. The combined organics were dried with anhydrous magnesium sulfate and concentrated to a white solid. The solid was triturated with hexane to obtain the title compound (3.90 g) having the following physical data.

후처리

  1. extractionthe resulting mixture was extracted three times with ethyl acetate
  2. dry with materialThe combined organics were dried with anhydrous magnesium sulfate
  3. concentrationconcentrated to a white solid
  4. customThe solid was triturated with hexane

출처 및 근거

ORD 기록
ord-c483293dcd164048becde7f92d66eaf8
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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