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

HRID 1191119노트

반응식

HRID 1191119 반응식
[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]

참가 물질

5

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매2회

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-073cc5d3d8fc4f15923d16a75be0cc29
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680091B2

반응 노트

불러오는 중…