Lithium hydroxide, monohydrate → HCID 178524864, 화합물

HRID 2169380노트

반응식

HRID 2169380 반응식
C([O:5][C:6]([C:8]1[C:13]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:12]([OH:22])[N:11]=[C:10]([CH2:23][C:24]2([C:29]3[C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[CH:32]=[CH:31][CH:30]=3)[CH2:28][CH2:27][CH2:26][CH2:25]2)[N:9]=1)=[O:7])(C)(C)C.O[Li].O>O1CCCC1.O>[CH2:15]([O:14][C:13]1[C:8]([C:6]([OH:7])=[O:5])=[N:9][C:10]([CH2:23][C:24]2([C:29]3[C:38]4[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=4)[CH:32]=[CH:31][CH:30]=3)[CH2:28][CH2:27][CH2:26][CH2:25]2)=[N:11][C:12]=1[OH:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 178450804HCID 178450804, 화합물

생성물 1

HCID 178524864HCID 178524864, 화합물수율 76.3%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid tert-butyl ester (344) (3.9 g, 7.64 mmol) in tetrahydrofuran (60 mL) and water (12 mL) was added LiOH.H2O (3.2 g, 76.4 mmol) and the reaction mixture heated to reflux for 20 h (the reaction was monitored by LC-MS), tetrahydrofuran was removed from the reaction mixture under vacuum and the residue was diluted with water (50 mL). The aqueous layer was washed with ethyl acetate (2×50 mL) and then acidified with 1N HCl to pH 3. A white solid was separated by filtration and dried in vacuum to get pure 5-benzyloxy-6-hydroxy-2-(1-naphthalen-1-yl-cyclopentylmethyl)-pyrimidine-4-carboxylic acid (345) (2.65 g, 76%) as a white solid.

후처리

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux for 20 h (the reaction
  3. customwas removed from the reaction mixture under vacuum
  4. additionthe residue was diluted with water (50 mL)
  5. washThe aqueous layer was washed with ethyl acetate (2×50 mL)
  6. customA white solid was separated by filtration
  7. customdried in vacuum

출처 및 근거

ORD 기록
ord-eec40fda5bca4a34ab44ecae620599ec
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09045486B2

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