Methanesulfonic Acid → 7-(2-(methyloxy)-6-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine methanesulfonate

HRID 63283ノート

反応式

HRID 63283 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH2:10][C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=2)[C:4]=1[C:18]1[CH:28]=[CH:27][C:21]2[CH2:22][CH2:23][NH:24][CH2:25][CH2:26][C:20]=2[CH:19]=1.[CH3:29][S:30]([OH:33])(=[O:32])=[O:31]>CC(O)C>[CH3:29][S:30]([OH:33])(=[O:32])=[O:31].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH2:10][C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=2)[C:4]=1[C:18]1[CH:28]=[CH:27][C:21]2[CH2:22][CH2:23][NH:24][CH2:25][CH2:26][C:20]=2[CH:19]=1

参加物

4

反応物 2

HCID 6395Methanesulfonic AcidHCID 601940981398695-47-0

生成物 1

HCID 601965357-(2-(methyloxy)-6-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine methanesulfonate収率 82%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
40 °C

実験手順

7-(2-(methyloxy)-6-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine (300.0 mg; 1.0 eq) was weighed into a 20-mL vial containing a stir bar and combined with 2-propanol (6.0 mL). The suspension was heated to 40° C. and stirred for 15 min (solids dissolved). Seeds of the methanesulfonate salt were added (˜1 mg). Methanesulfonic acid (3M in water; 1.1 eq.; 293.0 uL in aliquots: 43, 50, 100, and 100 μL) was added. White solid precipitated after the first aliquot (43 μL). The suspension was re-seeded with the methansulfonate salt (˜1 mg). After all aliquots of the counterion solution were added, the suspension was stirred at 40° C. for 1 hr. The suspension was cooled to 5° C. at 0.5° C./min and stirred for 15 min. The product was isolated on a Büchner funnel using #1 Whatman filter paper, air-dried for 30 min, and dried at 40° C. under vacuum for 12 hrs. The title compound was produced as a white crystalline powder. A yield of 82% was obtained.

後処理

  1. additionvial containing a stir bar
  2. dissolution(solids dissolved)
  3. customWhite solid precipitated after the first aliquot (43 μL)
  4. additionAfter all aliquots of the counterion solution were added
  5. stirringthe suspension was stirred at 40° C. for 1 hr
  6. temperatureThe suspension was cooled to 5° C. at 0.5° C./min
  7. stirringstirred for 15 min
  8. customThe product was isolated on a Büchner funnel
  9. filtrationfilter paper
  10. customair-dried for 30 min
  11. customdried at 40° C. under vacuum for 12 hrs

出典と根拠

ORDレコード
ord-df01f1cd56f248728063c2c3711b609b
出典データセット
uspto-grants-2016_09
特許番号
US09447074B2

反応ノート

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