Methanesulfonyl chloride → 3-(4-(4-cyano-1-methyl-1H-benzo[d][1,2,3]triazol-6-yl)-2-(trifluoromethyl)phenoxy)propyl methanesulfonate

HRID 517987ノート

反応式

HRID 517987 の反応式
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[OH:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2N=[C:21]([C:23]#[N:24])[C:20]3[N:25]=[N:26][N:27]([CH3:28])[C:19]=3[CH:18]=2)=[CH:13][C:12]=1[C:29]([F:32])([F:31])[F:30].[CH:33](N(C(C)C)CC)(C)C>C(Cl)Cl>[CH3:1][S:2]([O:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:33]=[C:21]([C:23]#[N:24])[C:20]3[N:25]=[N:26][N:27]([CH3:28])[C:19]=3[CH:18]=2)=[CH:13][C:12]=1[C:29]([F:30])([F:32])[F:31])(=[O:4])=[O:3]

参加物

5

反応物 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 533303906-(4-(3-hydroxypropoxy)-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile

生成物 1

HCID 866733533-(4-(4-cyano-1-methyl-1H-benzo[d][1,2,3]triazol-6-yl)-2-(trifluoromethyl)phenoxy)propyl methanesulfonate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Methanesulphonyl chloride (6.29 g) was added dropwise to a solution of 6-(4-(3-hydroxypropoxy)-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]-pyridine-4-carbonitrile (10.34 g) and diisopropylethylamine (22.7 ml) in DCM (300 ml) at 0° C. The mixture was stirred at room temperature for 2 hours. The DCM was removed under reduced pressure, MeOH and water were added to the residue and the solid was collected by filtration to give the expected product (11.56 g). 1H NMR (DMSO) δ: 8.96 (s, 1H), 8.49 (d, 1H), 8.46 (s, 1H), 7.51 (d, 1H), 4.46 (s, 3H), 4.39 (t, 2H), 4.34 (t, 2H), 3.18 (s, 3H), 2.21 (quin, 2H).

後処理

  1. customThe DCM was removed under reduced pressure, MeOH and water
  2. additionwere added to the residue
  3. filtrationthe solid was collected by filtration

出典と根拠

ORDレコード
ord-b31621517638454e800bfb4ae6b315b7
出典データセット
uspto-grants-2015_08
特許番号
US09115126B2

反応ノート

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