Sodium Hydroxide → THRX-195518

HRID 1888105노트

반응식

HRID 1888105 반응식
[OH-].[Na+].C([O:5][C:6]([CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21](=[O:48])[N:22]([CH2:24][CH2:25][N:26]3[CH2:31][CH2:30][CH:29]([O:32][C:33](=[O:47])[NH:34][C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=4[C:41]4[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=4)[CH2:28][CH2:27]3)[CH3:23])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])C>CO>[C:36]1([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=1[NH:34][C:33]([O:32][CH:29]1[CH2:30][CH2:31][N:26]([CH2:25][CH2:24][N:22]([CH3:23])[C:21]([C:18]2[CH:19]=[CH:20][C:15]([CH2:14][N:11]3[CH2:10][CH2:9][CH:8]([C:6]([OH:7])=[O:5])[CH2:13][CH2:12]3)=[CH:16][CH:17]=2)=[O:48])[CH2:27][CH2:28]1)=[O:47]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 57459432HCID 57459432, 화합물

생성물 1

HCID 57459433THRX-195518수율 75.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a 200 mL flask was added 1N NaOH (40 mL), MeOH (40 mL) and 1-[4-({2-[4-(biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]ethyl}methylcarbamoyl)benzyl]piperidine-4-carboxylic acid ethyl ester (1.12 g, 1.7 mmol; prepared as described in Preparation 6). The reaction was allowed to stir at room temperature for 16 hours. The reaction mixture was then concentrated under reduced pressure and this mixture was acidified with 1N HCl (40 mL) at 0-5° C. with an ice bath. The product was then extracted with DCM (2×50 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over sodium sulfate, filtered and concentrated to afford the title compound (0.80 g, 1.28 mmol) in 75% yield. The title compound was sufficiently pure to use without further purification.

후처리

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. customthis mixture was acidified with 1N HCl (40 mL) at 0-5° C. with an ice bath
  3. extractionThe product was then extracted with DCM (2×50 mL)
  4. washThe combined organic layers were washed with water (100 mL), brine (100 mL)
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c4497e3ef90241fd932370aa032291fa
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501776B2

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