Pyridine → Mapenterol hydrochloride

HRID 1111935ノート

反応式

HRID 1111935 の反応式
Br.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([OH:17])[CH2:10][NH:11][C:12]([CH2:15][CH3:16])([CH3:14])[CH3:13])=[CH:5][C:4]=1[C:18]([F:21])([F:20])[F:19].N1C=CC=CC=1.[Cl-:28].[Cl-].IC1C=CC=CC=1>O1CCCC1>[ClH:28].[NH2:2][C:3]1[C:4]([C:18]([F:19])([F:20])[F:21])=[CH:5][C:6]([CH:9]([OH:17])[CH2:10][NH:11][C:12]([CH2:15][CH3:16])([CH3:13])[CH3:14])=[CH:7][C:8]=1[Cl:28]

参加物

5

反応物 3

HCID 1049PyridineHCID 13166207CID 131662072 回HCID 133557631-(4'-Amino-3'-trifluoromethyl-phenyl)-2-tert.pentylamino-ethanol hydrobromide

生成物 1

HCID 13355612Mapenterol hydrochloride

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

0.37 gm of 1-(4'-amino-3'-trifluoromethyl-phenyl)-2-tert.pentylamino-ethanol hydrobromide and 0.2 ml of pyridine were dissolved in 30 ml of tetrahydrofuran, and the solution was cooled to 0° C. 0.3 gm of iodobenzene dichloride was added, the mixture was held for 2 hours at 0° C., and 0.1 gm of iodobenzene dichloride was again added. After standing for 20 hours at about 4° C., the solution was evaporated, distributed between ethyl acetate and water, the aqueous phase was made alkaline with 2N ammonia, and the solution was again extracted with ethyl acetate. The organic phase was washed with water, dried and a few drops of isopropanolic 4N hydrochloric acid were added. The precipitated hydrochloride of the above-mentioned compound was suction-filtered off and washed with ether. M.p. 176°-178° C. (decomp.).

後処理

  1. waitAfter standing for 20 hours at about 4° C.
  2. customthe solution was evaporated
  3. extractionthe solution was again extracted with ethyl acetate
  4. washThe organic phase was washed with water
  5. customdried
  6. additiona few drops of isopropanolic 4N hydrochloric acid were added
  7. filtrationThe precipitated hydrochloride of the above-mentioned compound was suction-filtered off
  8. washwashed with ether

出典と根拠

ORDレコード
ord-626dc17b0aa648db9389c1cb0ec9129c
出典データセット
uspto-grants-1978_10
特許番号
US04119710

反応ノート

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