Lithium hydroxide, monohydrate → 3-[3-(1,2-benzisoxazol-3-ylmethyl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]hexanoic acid

HRID 1747358노트

반응식

HRID 1747358 반응식
C([O:3][C:4](=[O:30])[CH2:5][CH:6]([N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[N:12]([CH2:19][C:20]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[O:22][N:21]=2)[C:11]1=[O:29])[CH2:7][CH2:8][CH3:9])C.O.[OH-].[Li+]>C1COCC1.O>[O:22]1[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:20]([CH2:19][N:12]2[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:10]([CH:6]([CH2:7][CH2:8][CH3:9])[CH2:5][C:4]([OH:30])=[O:3])[C:11]2=[O:29])=[N:21]1

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 594973183-(3-1,2-Benzisoxazol-3-ylmethyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl ester

생성물 1

HCID 594973363-[3-(1,2-benzisoxazol-3-ylmethyl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]hexanoic acid수율 80.6%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 3-(3-1,2-benzisoxazol-3-ylmethyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl ester (70 mg, 0.17 mmol) in THF (5 ml) and water (0.5 ml) was added lithium hydroxide monohydrate (22 mg, 0.52 mmol). Upon complete consumption of the starting material, the reaction was concentrated to low volume and diluted with water (20 ml) and acetic acid (0.5 ml). The resulting heterogeneous mixture was stirred for 1 h after which time the precipitated product was collected via filtration. The solid was washed with water and dried on house vacuum at 40° C. (18 h, over P2O5) to give 52 mg (80%) of the desired product. LCMS (ESMS): m/z 380.41 (M+H+).

후처리

  1. customUpon complete consumption of the starting material
  2. concentrationthe reaction was concentrated to low volume
  3. additiondiluted with water (20 ml) and acetic acid (0.5 ml)
  4. filtrationwas collected via filtration
  5. washThe solid was washed with water
  6. dry with materialdried on house vacuum at 40° C. (18 h, over P2O5)

출처 및 근거

ORD 기록
ord-14f0d0e5e1cb4abebf0b04882c5f81f0
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150556B2

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