Sodium Hydroxide → HCID 66571535, 화합물

HRID 529361노트

반응식

HRID 529361 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]([C@@H:22]2[CH2:24][C@H:23]2[C:25]2[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=2)C(=O)C(F)(F)F)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C@@H:22]2[CH2:24][C@H:23]2[C:25]2[CH:26]=[CH:27][C:28]([C:29]([OH:31])=[O:30])=[CH:32][CH:33]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 86708260HCID 86708260, 화합물

생성물 1

HCID 66571535HCID 66571535, 화합물수율 63.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 4-(trans-2-(N-((1-benzylpiperidin-4-yl)methyl)-2,2,2-trifluoroacetamido)cyclopropyl)benzoic acid (18 mg, 0.039 mmol) in methanol (1 mL) was added sodium hydroxide (1M, 0.5 mL, 0.500 mmol) and the mixture was stirred at room temperature for 2 h. The mixture was concentrated and the residue was purified using reverse-phase HPLC under the acidic conditions. The fractions containing the product were combined, treated with 1N HCl, and concentrated. The residue was dried under vacuum to give 9 mg of product (HCl salt) as off white solid. MS: (M+H)+=365.2. 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.50 (q, 1H), 1.59-1.77 (m, 3H), 2.14 (br. s., 3H), 2.63-2.74 (m, 1H), 3.03-3.26 (m, 5H), 3.55 (br. s., 2H), 4.36 (s, 2H), 7.32 (d, J=8.34 Hz, 2H), 7.49-7.62 (m, 5H), 7.99 (d, J=8.34 Hz, 2H).

후처리

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified
  3. additionThe fractions containing the product
  4. additiontreated with 1N HCl
  5. concentrationconcentrated
  6. customThe residue was dried under vacuum

출처 및 근거

ORD 기록
ord-f47e224d264a437cad9f288912b82744
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346840B2

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