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

HRID 1844411ノート

反応式

HRID 1844411 の反応式
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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-d8470a57595e435da1bc2281291cf3a7
出典データセット
uspto-grants-2015_02
特許番号
US08946430B2

反応ノート

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