Sodium borohydride → HCID 68817418、化合物

HRID 734731ノート

反応式

HRID 734731 の反応式
[NH2:1][S:2]([C:5]1[C:6]([Cl:16])=[CH:7][C:8]([F:15])=[C:9]([CH:14]=1)[C:10](OC)=[O:11])(=[O:4])=[O:3].[Cl-].[Cl-].[Ca+2].[BH4-].[Na+]>C1COCC1.CCO>[Cl:16][C:6]1[CH:7]=[C:8]([F:15])[C:9]([CH2:10][OH:11])=[CH:14][C:5]=1[S:2]([NH2:1])(=[O:3])=[O:4]

参加物

5

反応物 3

HCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 13318612HCID 13318612、化合物

生成物 1

HCID 68817418HCID 68817418、化合物収率 98.2%

試薬・触媒・溶媒 1

HCID 21873804Tetrahydrofuran ethanol溶媒

実験手順

To a solution of methyl 5-(aminosulfonyl)-4-chloro-2-fluorobenzoate (500 mg, 1.87 mmol) in THF/EtOH (20 mL, 1:1), CaCl2 (415 mg, 3.74 mmol) and NaBH4 (283 mg, 7.48 mmol) were added in one portion respectively. The reaction mixture was stirred at room temperature for 6 hours, quenched with water. 1 M aqueous citric acid (5 mL) was added to the mixture and extracted with EtOAc (3×100 mL). The extracts were combined, washed with brine, and dried (Na2SO4). The solvent was evaporated to afford the product (440 mg, 98%) as a white solid. MS (ES+) m/z 262 [M+Na]+.

後処理

  1. customquenched with water
  2. addition1 M aqueous citric acid (5 mL) was added to the mixture
  3. extractionextracted with EtOAc (3×100 mL)
  4. washwashed with brine
  5. dry with materialdried (Na2SO4)
  6. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-4168e7733e054e34a3185a99248919ab
出典データセット
uspto-grants-2009_09
特許番号
US07592357B2

反応ノート

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