Methanol → HCID 68283591、化合物

HRID 1527213ノート

反応式

HRID 1527213 の反応式
C([O:5][C:6](=[O:21])[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][C:13]([Cl:17])=[CH:14][CH:15]=2)[C:10]([C:18](=[O:20])[NH2:19])=[CH:9]1)(C)(C)C.C(O)(C(F)(F)F)=O.CO>C(Cl)Cl>[C:18]([C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=2)[N:8]([CH2:7][C:6]([OH:21])=[O:5])[CH:9]=1)(=[O:20])[NH2:19]

参加物

5

反応物 3

HCID 887MethanolHCID 6422Trifluoroacetic acidHCID 68283031(3-Carbamoyl-5-chloro-indol-1-yl)-acetic acid tert-butyl ester

生成物 1

HCID 68283591HCID 68283591、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (3-carbamoyl-5-chloro-indol-1-yl)-acetic acid tert-butyl ester (455 mg, 0.973 mmol) in CH2Cl2 (6.0 mL) was added TFA (3.0 mL) at RT and stirring was continued for 2 h. Methanol was then added to the reaction mixture and volatiles were removed in vacuo. The residue was taken up in methanol and concentrated again under reduced pressure. The residue was dissolved in 1N aqueous NaOH and washed with CH2Cl2 (3×). The water phase was acidified to pH 2 by adding 6N aqueous HCl to form a white suspension. The precipitate was filtered off, washed with water and dried in vacuo to afford the crude title compound as a white solid. MS (LC/MS): 253 [M+H]+, 505 [2M+H]+; tR (HPLC conditions b): 3.99 min. The product was used in the next reaction step without further purification.

後処理

  1. customwere removed in vacuo
  2. concentrationconcentrated again under reduced pressure
  3. dissolutionThe residue was dissolved in 1N aqueous NaOH
  4. washwashed with CH2Cl2 (3×)
  5. additionby adding 6N aqueous HCl
  6. customto form a white suspension
  7. filtrationThe precipitate was filtered off
  8. washwashed with water
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-aa73ffd7f8cd4ceeb5a65088f4d63610
出典データセット
uspto-grants-2015_07
特許番号
US09085555B2

反応ノート

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