Hydrochloric Acid → 4-(2,3-dihydro-1H-isoindol-5-yl)-1-methyl-piperidin-4-ol dihydrochloride

HRID 644682

반응식

HRID 644682 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[CH2:14][N:13](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:12]3)([OH:8])[CH2:4][CH2:3]1.[ClH:37]>CO>[ClH:37].[ClH:37].[CH2:14]1[C:15]2[C:11](=[CH:10][C:9]([C:5]3([OH:8])[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]3)=[CH:17][CH:16]=2)[CH2:12][NH:13]1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 592631371-methyl-4-(2-trityl-2,3-dihydro-1H-isoindol-5-yl)-piperidin-4-ol

생성물 1

HCID 666725264-(2,3-dihydro-1H-isoindol-5-yl)-1-methyl-piperidin-4-ol dihydrochloride

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 1-methyl-4-(2-trityl-2,3-dihydro-1H-isoindol-5-yl)-piperidin-4-ol (1.42 g, 3.0 mmol), 5N hydrochloric acid (5 mL) and methanol (10 mL) was placed under nitrogen then heated to reflux for 80 minutes. After cooling, the mixture was concentrated in vacuo to remove methanol, diluted with water and washed with ethyl acetate (×2). The aqueous phase was concentrated to dryness to afford the title compound in quantitative yield as a black solid. 1H NMR (MeOH-d4) 7.62 (1H, s), 7.57 (1H, d), 7.45 (1H, d), 4.64 (2H, s), 4.63 (2H, s), 3.49-3.46 (4H, m), 2.95 (3H, s), 2.40-2.32 (2H, m), 1.97 (2H, dd).

후처리

  1. temperaturethen heated
  2. temperatureto reflux for 80 minutes
  3. temperatureAfter cooling
  4. concentrationthe mixture was concentrated in vacuo
  5. customto remove methanol
  6. additiondiluted with water
  7. washwashed with ethyl acetate (×2)
  8. concentrationThe aqueous phase was concentrated to dryness

출처 및 근거

ORD 기록
ord-3f29f150310e42e7aab55bf80444710a
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700625B2

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