Trifluoroacetic acid → HCID 45279959, 화합물

HRID 218013

반응식

HRID 218013 반응식
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]([OH:11])=O)=[N:7][CH:8]=1)#[N:2].C(N(C(C)C)CC)(C)C.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F.[NH2:54][C:55]1[CH:56]=[C:57]([C@@:66]23[N:75]=[C:74]([NH:76]C(=O)OC(C)(C)C)[S:73][CH2:72][C@@H:71]2[CH2:70][CH2:69][O:68][CH2:67]3)[C:58]2[O:62][C:61]([F:64])([F:63])[O:60][C:59]=2[CH:65]=1.C(O)(C(F)(F)F)=O.C(=O)(O)[O-].[Na+]>ClCCl.O>[NH2:76][C:74]1[S:73][CH2:72][C@H:71]2[C@:66]([C:57]3[C:58]4[O:62][C:61]([F:64])([F:63])[O:60][C:59]=4[CH:65]=[C:55]([NH:54][C:9]([C:6]4[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][N:7]=4)=[O:11])[CH:56]=3)([CH2:67][O:68][CH2:69][CH2:70]2)[N:75]=1

참가 물질

9

반응물 6

HCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 2724699PyBOPHCID 124007345-Cyanopyridine-2-carboxylic acidHCID 59281180tert-butyl (+/-)-[(4aR*,8aS*)-8a-(6-amino-2,2-difluorobenzo[1,3]dioxol-4-yl)-4,4a,5,6,8,8a-hexahydro-7-oxa-3-thia-1-azanaphthalen-2-yl]carbamate

생성물 1

HCID 45279959HCID 45279959, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

5-Cyanopyridine-2-carboxylic acid (4.0 mg), diisopropylethylamine (11.5 μl) and PyBOP (17.6 mg) were added to a solution of tert-butyl (±)-[(4aR*,8aS*)-8a-(6-amino-2,2-difluorobenzo[1,3]dioxol-4-yl)-4,4a,5,6,8,8a-hexahydro-7-oxa-3-thia-1-azanaphthalen-2-yl]carbamate (10 mg) in dichloromethane (2.0 ml) in an ice bath. The mixture was heated to room temperature and stirred for four hours. The solvent was evaporated under reduced pressure and the residue was purified by NH-pTLC to obtain an intermediate. The resulting intermediate was dissolved in dichloromethane (3.0 ml) and TFA (1.0 ml) was added. After stirring at room temperature for four hours, the reaction solution was diluted with water and neutralized with a sodium bicarbonate solution. The aqueous layer was extracted with dichloromethane, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by NH-pTLC to obtain the title compound.

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by NH-pTLC
  3. customto obtain an intermediate
  4. stirringAfter stirring at room temperature for four hours
  5. extractionThe aqueous layer was extracted with dichloromethane
  6. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customthe residue was purified by NH-pTLC

출처 및 근거

ORD 기록
ord-39bc75924af84a62a8b718f43cc4731a
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198269B2

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