Hydroxyamine hydrochloride → HCID 136343918, 화합물

HRID 1012940노트

반응식

HRID 1012940 반응식
[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([C:12]([C@H:14]3[O:19][CH2:18][C@H:17]([NH:20][CH2:21][C:22]4[CH:23]=[CH:24][C:25]5[S:26][CH2:27][C:28](=[O:32])[NH:29][C:30]=5[N:31]=4)[CH2:16][CH2:15]3)=O)[S:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.Cl.[NH2:34][OH:35]>N1C=CC=CC=1>[OH:35][N:34]=[C:12]([C:10]1[S:11][C:7]2[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=2[N:9]=1)[C@H:14]1[O:19][CH2:18][C@H:17]([NH:20][CH2:21][C:22]2[CH:23]=[CH:24][C:25]3[S:26][CH2:27][C:28](=[O:32])[NH:29][C:30]=3[N:31]=2)[CH2:16][CH2:15]1

참가 물질

4

반응물 2

HCID 443297Hydroxyamine hydrochlorideHCID 11998933HCID 11998933, 화합물

생성물 1

HCID 136343918HCID 136343918, 화합물수율 20%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A solution of (3R,6S)-6-{[6-(4-methoxy-benzothiazole-2-carbonyl)-tetrahydro-pyran-3-ylamino]-methyl}-4H-pyrido[3,2-b][1,4]thiazin-3-one (Example 29, 47 mg, 0.1 mmol), and hydroxylamine hydrochloride (5 eq) in pyridine (1 ml) was stirred at RT overnight. The mixture was concentrated in vacuo and partitioned between NH4OH and DCM. The organic layers were dried over MgSO4 and concentrated. Chromatography on SiO2 (EtOAc/MeOH 9:1 +1% NH4OH) gave the title compound as yellow solid (10 mg, 20%).

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. custompartitioned between NH4OH and DCM
  3. dry with materialThe organic layers were dried over MgSO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-14a4a5ba7e4f4df58c93aa68e586d69a
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981886B2

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