Triethylamine → 3-[[2-(1-tert-Butoxycarbonylpiperid-4-yl)ethyl]-amino]-5,6-dichloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-one

HRID 965538노트

반응식

HRID 965538 반응식
[NH2:1][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1.C(N(CC)CC)C.Br[C:25]1([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=2[Cl:43])[C:33]2[C:28](=[CH:29][C:30]([Cl:35])=[C:31]([Cl:34])[CH:32]=2)[NH:27][C:26]1=[O:36]>C(Cl)(Cl)Cl.C1COCC1>[C:13]([O:12][C:10]([N:7]1[CH2:6][CH2:5][CH:4]([CH2:3][CH2:2][NH:1][C:25]2([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][C:38]=3[Cl:43])[C:33]3[C:28](=[CH:29][C:30]([Cl:35])=[C:31]([Cl:34])[CH:32]=3)[NH:27][C:26]2=[O:36])[CH2:9][CH2:8]1)=[O:11])([CH3:16])([CH3:15])[CH3:14]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 1514258tert-Butyl 4-(2-aminoethyl)piperidine-1-carboxylateHCID 219059233-Bromo-5,6-dichloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-one

생성물 1

HCID 190764883-[[2-(1-tert-Butoxycarbonylpiperid-4-yl)ethyl]-amino]-5,6-dichloro-3-(2-chlorophenyl)-1,3-dihydroindol-2-one수율 78.3%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 1.05 g of 4-(2-aminoethyl)-1-(tert-butoxycarbonyl)piperidine and 0.46 g of triethylamine in 10 ml of chloroform is added at RT to a solution of 1.8 g of the compound obtained in step C in 50 ml of THF and the mixture is stirred for 2 hours at RT. It is concentrated under vacuum, the residue is taken up with a 5% solution of potassium carbonate and extracted with AcOEt, the organic phase is washed with water and with a saturated solution of NaCl, boiling THF is added to the organic phase, the latter is dried over sodium sulfate and the solvents are partially evaporated off. The crystalline product formed is filtered off to give 1.94 g of the expected product. M.p.=248°-249° C.

후처리

  1. concentrationIt is concentrated under vacuum
  2. extractionextracted with AcOEt
  3. washthe organic phase is washed with water and with a saturated solution of NaCl
  4. additionis added to the organic phase
  5. dry with materialthe latter is dried over sodium sulfate
  6. customthe solvents are partially evaporated off
  7. customThe crystalline product formed
  8. filtrationis filtered off

출처 및 근거

ORD 기록
ord-4ebc9d8aa0b743bf950d6c5486fa2dff
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05773612

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