Potassium Carbonate → 6-[(6-tert-butylthiomethyl-pyridin-3-ylmethyl)-amino]-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine

HRID 1191119ノート

反応式

HRID 1191119 の反応式
[C:1]([S:5][CH2:6][C:7]1[N:12]=[CH:11][C:10]([CH2:13][NH:14][C:15]2[C:25]3[CH2:24][CH2:23][N:22](C(=O)C(F)(F)F)[CH2:21][CH2:20][C:19]=3[CH:18]=[CH:17][C:16]=2[Cl:32])=[CH:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+]>CO.O>[C:1]([S:5][CH2:6][C:7]1[N:12]=[CH:11][C:10]([CH2:13][NH:14][C:15]2[C:25]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20][C:19]=3[CH:18]=[CH:17][C:16]=2[Cl:32])=[CH:9][CH:8]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 2

HCID 11430Potassium CarbonateHCID 866241646-[(6-tert-butylthiomethyl-pyridin-3-ylmethyl)-amino]-7-chloro-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine

生成物 1

HCID 584955106-[(6-tert-butylthiomethyl-pyridin-3-ylmethyl)-amino]-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine収率 100%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 962Water溶媒2 回

実験手順

Dissolve 6-[(6-tert-butylthiomethyl-pyridin-3-ylmethyl)-amino]-7-chloro-3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (4.46 g, 9.24 mmol) in methanol (20 mL). Add a solution of potassium carbonate (5.1 g, 37 mmol) in water (10 mL) and stir at room temperature for 12 h. Remove methanol in vacuo, dilute the residue with water, and extract the aqueous phase with DCM. Purify the crude mixture by SCX chromatography (20 g) eluting with methanol and a solution of NH4OH (40 mL) in methanol (140 mL). Concentrate in vacuo to obtain pure 6-[(6-tert-butylthiomethyl-pyridin-3-ylmethyl)-amino]-7-chloro-2,3,4,5-tetrahydro-1H-benzo[d]azepine (3.6 g, 100%). MS (APCI+) m/z: 390 (M+H)+.

後処理

  1. extractionextract the aqueous phase with DCM
  2. customPurify the crude mixture by SCX chromatography (20 g)
  3. washeluting with methanol
  4. concentrationConcentrate in vacuo

出典と根拠

ORDレコード
ord-073cc5d3d8fc4f15923d16a75be0cc29
出典データセット
uspto-grants-2014_03
特許番号
US08680091B2

反応ノート

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