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Triethylamine → [4-(4-chlorophenyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidin-4-ylmethyl]-methylamine

HRID 2405996
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HRID 2405996 반응식
Cl[C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.Cl.Cl.[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2([CH2:26][NH:27][CH3:28])[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:16][CH:15]=1.C(N(CC)CC)C>C(O)CCC>[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2([CH2:26][NH:27][CH3:28])[CH2:25][CH2:24][N:23]([C:2]3[C:3]4[CH:10]=[CH:9][NH:8][C:4]=4[N:5]=[CH:6][N:7]=3)[CH2:22][CH2:21]2)=[CH:16][CH:15]=1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 53566827H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 66873041[4-(4-Chlorophenyl)-piperidin-4-ylmethyl]-methylamine bis-hydrochloride

생성물 1

HCID 57899172[4-(4-chlorophenyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidin-4-ylmethyl]-methylamine수율 34%

시약·촉매·용매 1

HCID 2631-Butanol용매

실험 절차

A solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (15.5 mg, 0.1 mmol), [4-(4-chlorophenyl)-piperidin-4-ylmethyl]-methylamine bis-hydrochloride (34 mg, 0.11 mmol) and triethylamine (150 μL, 0.7 mmol) in n-butanol (1 ml) was heated at 100° C. in a microwave reactor for 60 minutes. After cooling the reaction the solvents were concentrated. Purification on SCX-II acid resin, eluting with methanol then 2M ammonia/methanol, followed by further purification by flash column chromatography on silica, eluting with 15% methanol in dichloromethane, gave [4-(4-chlorophenyl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidin-4-ylmethyl]-methylamine (12.3 mg, 0.034 mmol, 34%). LC-MS (LCT2) m/z 356 [M+H+], Rt 2.64 min.

후처리

  1. temperatureAfter cooling
  2. customthe reaction the solvents
  3. concentrationwere concentrated
  4. customPurification on SCX-II acid resin
  5. washeluting with methanol
  6. custom2M ammonia/methanol, followed by further purification by flash column chromatography on silica
  7. washeluting with 15% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-ad1017c1abaa414c8554a4136b8b5a77
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809336B2

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