Potassium Carbonate → 6-[(3-Chloro-pyridin-4-ylmethyl)-amino]-pyridine-3-carbaldehyde

HRID 1256798ノート

反応式

HRID 1256798 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][NH:9][C:10]1[N:15]=[CH:14][C:13]([CH2:16][OH:17])=[CH:12][CH:11]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][NH:9][C:10]1[N:15]=[CH:14][C:13]([CH:16]=[O:17])=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 159087TriacetoxyperiodinaneHCID 576192366-[(3-Chloro-pyridin-4-ylmethyl)-amino]pyridin-3-yl-methanol

生成物 1

HCID 576192126-[(3-Chloro-pyridin-4-ylmethyl)-amino]-pyridine-3-carbaldehyde収率 91%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To 6-[(3-chloro-pyridin-4-ylmethyl)-amino]-pyridin-3-yl-methanol (556, 0.50 g, 2.00 mmol) in tetrahydrofuran (20.0 mL) was added Dess-Martin periodinane (1.02 g, 2.40 mmol). The reaction was stirred at room temperature for 10 minutes, then poured into aqueous potassium carbonate, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated to give crude compound (557, 0.45 g, 91%) that was used in the next step without further purification.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-e62d53c1382b4a51991d675384d2c313
出典データセット
uspto-grants-2013_06
特許番号
US08461169B2

反応ノート

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