cis-1-[4-[3-Methoxy-4-[(phenylmethyl)amino]-1-piperidinyl]-1-oxobutyl]pyrrolidine → cis-1-[4-(4-Amino-3-methoxy-1-piperidinyl)-1-oxobutyl]pyrrolidine

HRID 1110389ノート

反応式

HRID 1110389 の反応式
[CH3:1][O:2][C@H:3]1[C@@H:8]([NH:9]CC2C=CC=CC=2)[CH2:7][CH2:6][N:5]([CH2:17][CH2:18][CH2:19][C:20]([N:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[O:21])[CH2:4]1.[H][H]>[Pd].CO>[NH2:9][C@H:8]1[CH2:7][CH2:6][N:5]([CH2:17][CH2:18][CH2:19][C:20]([N:22]2[CH2:23][CH2:24][CH2:25][CH2:26]2)=[O:21])[CH2:4][C@H:3]1[O:2][CH3:1]

参加物

5

反応物 2

HCID 70048899cis-1-[4-[3-Methoxy-4-[(phenylmethyl)amino]-1-piperidinyl]-1-oxobutyl]pyrrolidineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 70047197cis-1-[4-(4-Amino-3-methoxy-1-piperidinyl)-1-oxobutyl]pyrrolidine収率 71.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of 53 parts of cis-1-[4-[3-methoxy-4-[(phenylmethyl)amino]-1-piperidinyl]-1-oxobutyl]pyrrolidine and 200 parts of methanol was hydrogenated at normal pressure and at room temperature with 3 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol, saturated with ammonia, (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated, yielding 28.3 parts (71.4%) of cis-1-[4-(4-amino-3-methoxy-1-piperidinyl)-1-oxobutyl]pyrrolidine as a residue (int. 43).

後処理

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was purified by column chromatography over silica gel using
  4. additiona mixture of trichloromethane and methanol
  5. customThe pure fractions were collected
  6. customthe eluent was evaporated

出典と根拠

ORDレコード
ord-9a95bfd74b6f409daf8865967cb6ee72
出典データセット
uspto-grants-1990_12
特許番号
US04975439

反応ノート

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