Hydrochloric Acid → HCID 68647842、化合物

HRID 1162582ノート

反応式

HRID 1162582 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([NH:15][CH2:16][C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)[S:13][CH:14]=2)=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[H-].[Na+:23].[OH-:24].[Na+].Cl.[CH3:27][OH:28]>C1COCC1>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]([N:15]([CH2:16][C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)[CH2:2][CH2:1][CH2:4][CH2:5][C:27]([O-:28])=[O:24])[S:13][CH:14]=2)=[CH:8][CH:9]=1)([CH3:3])[CH3:2].[Na+:23]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 24758Sodium hydrideHCID 24730368HCID 24730368、化合物

生成物 1

HCID 68647842HCID 68647842、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

To the THF solution of [4-(4-isopropyl-phenyl)-thiazol-2-yl]-thiophen-2-ylmethyl-amine (150.0 mg, 0.5 mmol) and methyl 5-bromopentaoate (215 μL, 0.1.5 mmol) was added NaH (60 mg, 60%, 0.1.5 mmol) and the resulting mixture was heated at 60° C. for 5 h, after cooling to room temperature methanol (2.0 ml). NaOH (2.0 ml, 1.0 M) added and mix was stirred at room temperature for 15 h. HCl added dropwise to pH 7.0. The acid was extracted with EtOAc (2×20 ml), combined organic extracts dried (Na2SO4), filtered, concentrated, and purified on silica gel column. The sodium salt was made following procedure J to afford the sodium 5-{[4-(4-isopropyl-phenyl)-thiazol-2-yl]-thiophen-2-ylmethyl-amino}-pentanoate (110 mg). LCMS m/z: 416 (M+1)+.

後処理

  1. additionmix
  2. extractionThe acid was extracted with EtOAc (2×20 ml)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. custompurified on silica gel column

出典と根拠

ORDレコード
ord-e5b120a1e9714cc59d3099688d96a3d9
出典データセット
uspto-grants-2010_10
特許番号
US07820704B2

反応ノート

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