Trifluoroacetic acid → HCID 45279959、化合物

HRID 218013

反応式

HRID 218013 の反応式
[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

参加物

9

反応物 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

生成物 1

HCID 45279959HCID 45279959、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-39bc75924af84a62a8b718f43cc4731a
出典データセット
uspto-grants-2012_06
特許番号
US08198269B2

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