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Phosphoric Acid → HCID 117737666, 화합물

HRID 1518983
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HRID 1518983 반응식
[C:1]([CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C@H:18]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[P:28]([O-:32])([O-:31])([O-:30])=[O:29].P(=O)(O)(O)O>C(O)(C)C>[P:28](=[O:29])([OH:32])([OH:31])[OH:30].[C:1]([CH:5]1[CH2:6][CH2:7][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C@H:18]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])[C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=2)[CH2:9][CH2:10]1)([CH3:4])([CH3:2])[CH3:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1004Phosphoric AcidHCID 1061PhosphateHCID 71655815N-[(1S)-1-[4-[[4-(1,1-Dimethylethyl)-1-piperidinyl]methyl]phenyl]-2,2,2-trifluoroethyl]methanesulfonamide

생성물 1

HCID 117737666HCID 117737666, 화합물수율 1,304.9%

시약·촉매·용매 1

HCID 3776Isopropanol용매2회

반응 조건

온도
80 °C

실험 절차

In a 10 L four-necks round-bottom flask with mechanical stirring, add N-[(1S)-1-[4-[(4-tert-Butylpiperidin-1-yl)methyl]phenyl]-2,2,2-trifluoroethyl]methanesulfonamide (110.17 g, 0.27 mol) to isopropyl alcohol (3100 mL) at 16° C. with stirring. Add crystalline seeds of the phosphate (1.76 g) and the seeds persist in solution. Add a solution of phosphoric acid (2.1 eq, 31.33 mL) in isopropanol (2800 mL) to this solution over two hours. Off white precipitate forms. Then heat the mixture to 80° C. and stir for one hour. During this period a thick white slurry forms. Add more crystalline seeds (1.54 g) and stop the heating. Allow the mixture to reach 12° C. After 14 hours, filter the white slurry off and dry the wet white solid in vacuum oven at 60° C. for 16 hours to provide the title compound as a white solid (122 g, 89.2%). MS (m/z): 407 (M+1-HCl). [α]D20+12.6° (c=2.0, H2O).

후처리

  1. stirringstir for one hour
  2. waitDuring this period a thick white slurry forms
  3. additionAdd more crystalline seeds (1.54 g)
  4. customto reach 12° C
  5. filtrationfilter the white slurry off and
  6. customdry the wet white solid in vacuum oven at 60° C. for 16 hours

출처 및 근거

ORD 기록
ord-23f0d3ddb55e4066957f23921792acc9
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073856B2

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