Hydrochloric Acid → HCID 19957051、化合物

HRID 1769152ノート

反応式

HRID 1769152 の反応式
[ClH:1].Cl.C[O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[CH2:15][N:14]([CH3:22])[C:13]([CH2:23][CH2:24][C:25]3[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=3)=[N:12]2)=[CH:7][CH:6]=1.C([O-])(=O)/C=C/C([O-])=O.B(Br)(Br)Br.Cl>C(Cl)Cl>[ClH:1].[ClH:1].[OH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[CH2:15][N:14]([CH3:22])[C:13]([CH2:23][CH2:24][C:25]3[CH:26]=[CH:27][N:28]=[CH:29][CH:30]=3)=[N:12]2)=[CH:7][CH:6]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 25134Boron tribromideHCID 5460307FumarateHCID 199571304,5-dihydro-1-(4-methoxyphenyl)-4-methyl-3-[2-(4-pyridyl)ethyl]-1H-2,4-benzodiazepine dihydrochloride

生成物 1

HCID 19957051HCID 19957051、化合物収率 83%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a mixture of 4,5-dihydro-1-(4-methoxyphenyl)-4-methyl-3-[2-(4-pyridyl)ethyl]-1H-2,4-benzodiazepine dihydrochloride (3.81 g, 8.6 mmol, prepared from the fumarate of Example 398 by standard procedures) in CH2Cl2 (40 mL) in an ice-bath under N2 was added boron tribromide (17.2 mL, 1M in CH2Cl2). The mixture was stirred for 3 hours, 2N HCl was added and the mixture was stirred for 1/2 hour. The layers were separated, the aqueous layer was extracted with CH2Cl2 and the combined organic layers were washed with 2N HCl. The organic layer was treated with saturated Na2CO3 and the product which precipitates was collected by filtration to afford 3.06 g (83%) of 4,5-dihydro-1-(4-hydroxyphenyl)-4-methyl-3-[2-(4-pyridyl)ethyl]-1H-2,4-benzodiazepine dihydrochloride, m.p. 258°-259° C. after recrystallization from methanol/ether.

後処理

  1. stirringthe mixture was stirred for 1/2 hour
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted with CH2Cl2
  4. washthe combined organic layers were washed with 2N HCl
  5. additionThe organic layer was treated with saturated Na2CO3
  6. customthe product which precipitates
  7. filtrationwas collected by filtration

出典と根拠

ORDレコード
ord-676d18c1be2f4537ad0c2bd72dd2d1e5
出典データセット
uspto-grants-1995_01
特許番号
US05380721

反応ノート

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