Hydrochloric Acid → (R)-6-(trifluoromethyl)-2,3-dihydro-1H-inden-1-amine hydrochloride

HRID 1844411노트

반응식

HRID 1844411 반응식
CC([S@]([NH:7][C@H:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]([F:20])([F:19])[F:18])[CH:15]=2)[CH2:10][CH2:9]1)=O)(C)C.[ClH:21].CC(S(OC)=O)(C)C>CO.O1CCOCC1>[ClH:21].[F:18][C:17]([F:19])([F:20])[C:14]1[CH:15]=[C:16]2[C:11]([CH2:10][CH2:9][C@H:8]2[NH2:7])=[CH:12][CH:13]=1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 543690Methyl 2-methylpropane-2-sulfinateHCID 89478184(R)-2-Methyl-N-((R)-6-(trifluoromethyl)-2,3-dihydro-1H-inden-1-yl)propane-2-sulfinamide

생성물 1

HCID 71743688(R)-6-(trifluoromethyl)-2,3-dihydro-1H-inden-1-amine hydrochloride수율 29%

시약·촉매·용매 2

HCID 887Methanol용매HCID 312751,4-Dioxane용매

실험 절차

Intermediate 15B (370 mg, 1.21 mmol) was stirred in MeOH (5 mL) at rt. 4N HCl in dioxane (2 mL) was added. The resulting mixture was stirred at rt for 20 min. The solvents were evaporated and CH2Cl2 (3×) was added and evaporated. The resulting white solids were vacuum dried for 1 h to give Intermediate 15 (84 mg, 0.35 mmol, 29% yield) and methyl 2-methylpropane-2-sulfinate. The HCl salt was used directly in the next step. 1H NMR (400 MHz, MeOD) δ ppm 7.57 (1 H, d, J=7.8 Hz), 7.47 (1 H, d, J=7.6 Hz), 7.25 (1 H, t, J=7.8 Hz), 4.88 (1 H, dd, J=7.8, 4.8 Hz), 3.09-3.23 (1 H, m), 2.90-3.08 (1 H, m), 2.64 (1 H, dddd, J=14.1, 8.5, 8.3, 5.7 Hz), 2.01-2.23 (1 H, m, J=14.1, 8.7, 5.3, 5.3 Hz).

후처리

  1. customThe solvents were evaporated
  2. additionCH2Cl2 (3×) was added
  3. customevaporated
  4. customdried for 1 h

출처 및 근거

ORD 기록
ord-d8470a57595e435da1bc2281291cf3a7
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946430B2

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