Triphenylphosphine → 7-[(2,3-Difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic Acid ethyl Ester

HRID 1486283ノート

反応式

HRID 1486283 の反応式
[OH:1][C:2]1[N:7]2[N:8]=[C:9]([CH3:16])[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]2[CH:5]=[C:4]([CH3:17])[CH:3]=1.[F:18][C:19]1[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:26]O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1.COC(C)(C)C>[CH2:14]([O:13][C:11]([C:10]1[C:9]([CH3:16])=[N:8][N:7]2[C:2]([O:1][CH2:26][C:20]3[CH:21]=[CH:22][CH:23]=[C:24]([F:25])[C:19]=3[F:18])=[CH:3][C:4]([CH3:17])=[CH:5][C:6]=12)=[O:12])[CH3:15]

参加物

7

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 4471532,3-Difluorobenzyl AlcoholHCID 178469270HCID 178469270、化合物

生成物 1

HCID 1178645947-[(2,3-Difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic Acid ethyl Ester

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 15413tert-Butyl methyl ether溶媒

実験手順

A solution of 180 mg (0.768 mmol) of 7-hydroxy-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester from Example 8A in 7 ml of dry tetrahydrofuran was admixed with 221.5 mg (1.537 mmol) of (2,3-difluorophenyl)methanol (CAS 75853-18-8), 423.2 mg (1.614 mmol) of triphenylphosphine and 0.32 ml (1.614 mmol) of diethyl azodicarboxylate. The resulting mixture was stirred at room temperature for 1 h, some of the solvent was drawn off under reduced pressure and the residue was admixed with 5 ml of tert-butyl methyl ether. The resulting precipitate was filtered off and dried under reduced pressure, which gave 190 mg (67% of theory, 97% pure) of the target compound.

後処理

  1. filtrationThe resulting precipitate was filtered off
  2. customdried under reduced pressure, which
  3. customgave 190 mg (67% of theory, 97% pure) of the target compound

出典と根拠

ORDレコード
ord-ecf06e2e7a0b4bda89fa5bdb66bbb379
出典データセット
uspto-grants-2016_08
特許番号
US09422285B2

反応ノート

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