p-Toluenesulfonic acid → HCID 89962762、化合物

HRID 337932ノート

反応式

HRID 337932 の反応式
[CH3:1][N:2]1[C:6]([C@@:7]2([OH:14])[CH2:12][CH2:11][CH2:10][CH2:9][C@@H:8]2O)=[CH:5][CH:4]=[N:3]1.C(OC)(OC)(OC)C.C1(C)C=CC(S(O)(=O)=O)=CC=1.[Br-].[Li+].C(Br)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO.C(#N)C.ClCCl>[CH3:1][N:2]1[C:6]([C@:7]23[O:14][C@H:8]2[CH2:9][CH2:10][CH2:11][CH2:12]3)=[CH:5][CH:4]=[N:3]1

参加物

10

反応物 6

HCID 6101p-Toluenesulfonic acidHCID 10482Acetyl bromideHCID 11430Potassium CarbonateHCID 15050Trimethyl orthoacetateHCID 82050Lithium BromideHCID 89962992HCID 89962992、化合物

生成物 1

HCID 89962762HCID 89962762、化合物収率 47%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

The reaction and aftertreatment were conducted in the same manner as in Example 102b by using the (1S,2S)-1-(1-methyl-1H-pyrazol-5-yl)cyclohexane-1,2-diol (423 mg, 2.15 mmol) prepared in Example 123c, trimethyl orthoacetate (0.688 mL, 5.38 mmol), p-toluenesulfonic acid (20.5 mg, 0.11 mmol), dichloromethane (6.0 mL), acetonitrile (6.0 mL), lithium bromide (466 mg, 5.38 mmol), acetyl bromide (0.398 mL, 5.38 mmol), methanol (6.0 mL) and potassium carbonate (743 mg, 5.38 mmol), to yield the title compound (180 mg, 47%).

後処理

  1. customThe reaction and aftertreatment

出典と根拠

ORDレコード
ord-19940323e27746af8df8bcae34636e0c
出典データセット
uspto-grants-2014_11
特許番号
US08889741B2

反応ノート

読み込み中…