1-Cyclopentyl-2-aminomethylpyrrolidine → N-(1-cyclopentyl-2-pyrrolidylmethyl)-2-methoxy-3-isopropyl-5-sulphamoyl-6-methyl benzamide

HRID 652759ノート

反応式

HRID 652759 の反応式
[CH:1]1([N:6]2[CH2:10][CH2:9][CH2:8][CH:7]2[CH2:11][NH2:12])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:13][O:14][C:15]1[C:23]([CH:24]([CH3:26])[CH3:25])=[CH:22][C:21]([S:27](=[O:30])(=[O:29])[NH2:28])=[C:20]([CH3:31])[C:16]=1[C:17](Cl)=[O:18]>CC(CC)=O>[CH:1]1([N:6]2[CH2:10][CH2:9][CH2:8][CH:7]2[CH2:11][NH:12][C:17](=[O:18])[C:16]2[C:20]([CH3:31])=[C:21]([S:27](=[O:30])(=[O:29])[NH2:28])[CH:22]=[C:23]([CH:24]([CH3:26])[CH3:25])[C:15]=2[O:14][CH3:13])[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 198601501-Cyclopentyl-2-aminomethylpyrrolidineHCID 201968202-Methoxy-3-isopropyl-5-sulphamoyl-6-methylbenzoyl chloride

生成物 1

HCID 20196882N-(1-cyclopentyl-2-pyrrolidylmethyl)-2-methoxy-3-isopropyl-5-sulphamoyl-6-methyl benzamide収率 17%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒2 回

実験手順

3.4 g of 1-cyclopentyl-2-aminomethylpyrrolidine (0.020 mole) and 40 ml of methyl-ethyl-ketone are placed in a 250 flask fitted with an agitator, a thermometer and a dropping funnel. The mixture is cooled to about +10° C., then a solution of 5.5 g of 2-methoxy-3-isopropyl-5-sulphamoyl-6-methylbenzoyl chloride (0.018 mole) in 40 ml of methyl-ethyl-ketone is poured in drop by drop. The mixture is reacted 1 hour at room temperature, then the solvent is evaporated under vacuum and the residue dissolved in 100 ml of hydrochloric acid (density 1.18). An insoluble rubbery product is filtered off, and the filtrate is made alkaline with 15 ml of ammonia (density 0.91). The precipitate formed is filtered, washed with water then re-crystallised in 30 ml of ethyl acetate. The crystals are filtered, washed with a little solvent and dried in an oven at 50°046732772 C. 1.3 g (17%) of product is obtained, melting at 196° C.

後処理

  1. customfitted with an agitator
  2. temperatureThe mixture is cooled to about +10° C.
  3. customThe mixture is reacted 1 hour at room temperature
  4. customthe solvent is evaporated under vacuum
  5. dissolutionthe residue dissolved in 100 ml of hydrochloric acid (density 1.18)
  6. filtrationAn insoluble rubbery product is filtered off
  7. customThe precipitate formed
  8. filtrationis filtered
  9. washwashed with water
  10. customthen re-crystallised in 30 ml of ethyl acetate
  11. filtrationThe crystals are filtered
  12. washwashed with a little solvent
  13. customdried in an oven at 50°046732772 C

出典と根拠

ORDレコード
ord-46074cffaa324333834e377629cb41ab
出典データセット
uspto-grants-1987_06
特許番号
US04673686

反応ノート

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