Triphenylphosphine → HCID 89924328、化合物

HRID 1505674ノート

反応式

HRID 1505674 の反応式
[NH:1]1[CH:5]=[C:4]([B:6]2[O:14][C:11]([CH3:13])([CH3:12])[C:8]([CH3:10])([CH3:9])[O:7]2)[CH:3]=[N:2]1.[F:15][CH2:16][CH:17](O)[CH2:18][F:19].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[F:15][CH2:16][CH:17]([N:2]1[CH:3]=[C:4]([B:6]2[O:7][C:8]([CH3:9])([CH3:10])[C:11]([CH3:13])([CH3:12])[O:14]2)[CH:5]=[N:1]1)[CH2:18][F:19]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 679851,3-Difluoro-2-propanolHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 27740104-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

生成物 1

HCID 89924328HCID 89924328、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of Pyrazole-4-boronic acid pinacol ester (6.6 g, 34 mmol, 1 eq.) in dry THF (150 mL) was added 1,3-Difluoro-2-propanol (5.1 g, 51 mmol, 1.5 eq.) followed by triphenylphosphine (13.5 g, 51 mmol, 1.5 eq.) and Diisopropyl azodicarboxylate (10.5 g, 51 mmol, 1.5 eq.) at 0° C. under nitrogen atmosphere. After the addition, the reaction mixture was stirred at RT for 48 h. The reaction mixture was concentrated under vacuum and the residue was solubilized in EtOAc, washed with water (three times), dried over sodium sulfate, filtered and concentrated. The crude product was redissolved in EtOAc and Pet. Ether was added. The precipitate obtained was filtered off and the filtrate concentrated under reduced pressure to give the title compound as a oil (contaminated with triphenyl phosphine oxide).

後処理

  1. additionAfter the addition
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. washwashed with water (three times)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. dissolutionThe crude product was redissolved in EtOAc
  8. additionPet. Ether was added
  9. customThe precipitate obtained
  10. filtrationwas filtered off
  11. concentrationthe filtrate concentrated under reduced pressure

出典と根拠

ORDレコード
ord-d39c87103cff4f619bd229020a0c2fd0
出典データセット
uspto-grants-2015_12
特許番号
US09216991B2

反応ノート

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