Sodium Hydroxide → HCID 67428977, 화합물

HRID 1022881노트

반응식

HRID 1022881 반응식
[ClH:1].[NH:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[CH:15]=[N:14][CH:13]=[CH:12]3)[CH2:4][CH2:3]1.C(O[C:22]1(O[Si](C)(C)C)[CH2:24][CH2:23]1)C.C([BH3-])#N.[Na+].[OH-].[Na+]>CO.C(O)(=O)C.C(N(CC)CC)C>[ClH:1].[CH:22]1([N:2]2[CH2:7][CH2:6][CH:5]([O:8][C:9]3[CH:10]=[C:11]4[C:16](=[CH:17][CH:18]=3)[CH:15]=[N:14][CH:13]=[CH:12]4)[CH2:4][CH2:3]2)[CH2:24][CH2:23]1

참가 물질

8

반응물 4

HCID 14798Sodium HydroxideHCID 2734686(1-Ethoxycyclopropoxy)trimethylsilaneHCID 5003444Sodium cyanoborohydrideHCID 674289666-(Piperidin-4-yloxy)-isoquinoline hydrochloride

생성물 1

HCID 67428977HCID 67428977, 화합물

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 887Methanol용매HCID 8471Triethylamine용매

실험 절차

300 mg (1.13 mmol) 6-(Piperidine-4-yloxy)-isoquinoline hydrochloride (124) are dissolved in 10 mL of methanol. 202 mg of triethylamine, molecular sieves 4A, 600 mg of glacial acetic acid, 871 mg of (1-Ethoxy-cyclopropyloxy)-trimethyl-silane and 101 mg of sodium cyanoborohydride are added successively and the reaction mixture is heated under reflux for 6 hours. The reaction mixture is cooled to room temperature, 6 mL of 2N sodium hydroxide are added and the reaction mixture is filtered. The filtrate is evaporated, the residue is taken up in dichloromethane, extracted with 2 N sodium hydroxide and brine, dried with sodium sulfate, evaporated to dryness and the crude material is purified by preparative HPLC. The product fractions are evaporated, the product is taken up in 2 N hydrochloric acid and lyophilized.

후처리

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 6 hours
  3. filtrationthe reaction mixture is filtered
  4. customThe filtrate is evaporated
  5. extractionextracted with 2 N sodium hydroxide and brine
  6. dry with materialdried with sodium sulfate
  7. customevaporated to dryness
  8. customthe crude material is purified by preparative HPLC
  9. customThe product fractions are evaporated

출처 및 근거

ORD 기록
ord-d6f428e8ebc241169a1c820fd52a3c58
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722671B2

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