p-Toluenesulfonic acid → HCID 89962762, 화합물

HRID 337932노트

반응식

HRID 337932 반응식
[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

참가 물질

10

반응물 6

HCID 6101p-Toluenesulfonic acidHCID 10482Acetyl bromideHCID 11430Potassium CarbonateHCID 15050Trimethyl orthoacetateHCID 82050Lithium BromideHCID 89962992HCID 89962992, 화합물

생성물 1

HCID 89962762HCID 89962762, 화합물수율 47%

시약·촉매·용매 3

HCID 887Methanol용매HCID 6342Acetonitrile용매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  1. customThe reaction and aftertreatment

출처 및 근거

ORD 기록
ord-19940323e27746af8df8bcae34636e0c
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889741B2

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