Hydroxyamine hydrochloride → HCID 136343918、化合物

HRID 1012940ノート

反応式

HRID 1012940 の反応式
[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

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 11998933HCID 11998933、化合物

生成物 1

HCID 136343918HCID 136343918、化合物収率 20%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-14a4a5ba7e4f4df58c93aa68e586d69a
出典データセット
uspto-grants-2011_07
特許番号
US07981886B2

反応ノート

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