Sulfamic Acid → 2-(1-((1-(tert-Butoxycarbonyl)azetidin-3-yl)methyl)-6-fluoro-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid

HRID 246526ノート

反応式

HRID 246526 の反応式
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:23]3[N:24]=[C:25]4[C:31]([CH:32]=[O:33])=[CH:30][N:29]([CH2:34][O:35][CH2:36][CH2:37][Si:38]([CH3:41])([CH3:40])[CH3:39])[C:26]4=[N:27][CH:28]=3)=[N:7][N:8]2[CH2:11][CH:12]2[CH2:15][N:14]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:13]2)=[CH:4][CH:3]=1.S(=O)(=O)([OH:44])N.Cl([O-])=O.[Na+].P([O-])(O)(O)=O.[K+]>O1CCOCC1.O>[C:19]([O:18][C:16]([N:14]1[CH2:13][CH:12]([CH2:11][N:8]2[C:9]3[C:5](=[CH:4][CH:3]=[C:2]([F:1])[CH:10]=3)[C:6]([C:23]3[N:24]=[C:25]4[C:31]([C:32]([OH:44])=[O:33])=[CH:30][N:29]([CH2:34][O:35][CH2:36][CH2:37][Si:38]([CH3:41])([CH3:40])[CH3:39])[C:26]4=[N:27][CH:28]=3)=[N:7]2)[CH2:15]1)=[O:17])([CH3:22])([CH3:21])[CH3:20]

参加物

7

反応物 4

HCID 5987Sulfamic AcidHCID 516951Monobasic potassium phosphateHCID 23668197Sodium ChloriteHCID 86677984tert-butyl 3-((6-fluoro-3-(7-formyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)-1H-indazol-1-yl)methyl)azetidine-1-carboxylate

生成物 1

HCID 712801702-(1-((1-(tert-Butoxycarbonyl)azetidin-3-yl)methyl)-6-fluoro-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

実験手順

To a stirred solution of tert-butyl 3-((6-fluoro-3-(7-formyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl)-1H-indazol-1-yl)methyl)azetidine-1-carboxylate (160 mg, 276 μmol) and sulfamic acid (161 mg, 1.65 mmol) in dioxane (5 mL) and water (2 mL), cooled to 0° C., was added a solution of sodium chlorite (32.4 mg, 358 μmol) and potassium dihydrogen phosphate (450 mg, 3.31 mmol) in water (3 mL) dropwise. The mixture was warmed to room temperature. After 2.5 h, the mixture was partitioned between ethyl acetate and water and the organic phase separated and washed with water then dried and concentrated in vacuo. A quantitative yield was assumed and the crude residue used directly in the next step without further purification.

後処理

  1. customthe mixture was partitioned between ethyl acetate and water
  2. customthe organic phase separated
  3. washwashed with water
  4. customthen dried
  5. concentrationconcentrated in vacuo
  6. customthe crude residue used directly in the next step without further purification

出典と根拠

ORDレコード
ord-fc20b63ae500462e909e01a82183861c
出典データセット
uspto-grants-2014_02
特許番号
US08658646B2

反応ノート

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