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4-Methylmorpholine → tert-Butyl (2-{4-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]piperazin-1-yl}-2-oxoethyl)carbamate

HRID 2388888
ノート
印刷プレビュー

反応式

HRID 2388888 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.ON1C2C=CC=CC=2N=N1.Cl.N1(S(N)(=O)=O)CCNCC1.Cl.[F:36][C:37]1[C:42]([F:43])=[CH:41][CH:40]=[CH:39][C:38]=1[CH2:44][S:45][C:46]1[N:51]=[C:50]([NH:52][S:53]([N:56]2[CH2:61][CH2:60][NH:59][CH2:58][CH2:57]2)(=[O:55])=[O:54])[CH:49]=[C:48]([O:62][CH3:63])[N:47]=1.CN1CCOCC1>CN(C=O)C>[F:36][C:37]1[C:42]([F:43])=[CH:41][CH:40]=[CH:39][C:38]=1[CH2:44][S:45][C:46]1[N:51]=[C:50]([NH:52][S:53]([N:56]2[CH2:57][CH2:58][N:59]([C:10](=[O:12])[CH2:9][NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:60][CH2:61]2)(=[O:54])=[O:55])[CH:49]=[C:48]([O:62][CH3:63])[N:47]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 79724-MethylmorpholineHCID 78288N-(tert-butoxycarbonyl)glycineHCID 27960291-Hydroxybenzotriazole hydrateHCID 67467256Piperazine-1-sulfonamide hydrochlorideHCID 131728548N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl]piperazine-1-sulfonamide, hydrochloride salt

生成物 1

HCID 86619892
tert-Butyl (2-{4-[({2-[(2,3-difluorobenzyl)thio]-6-methoxypyrimidin-4-yl}amino)sulfonyl]piperazin-1-yl}-2-oxoethyl)carbamate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a solution of N-(tert-butoxycarbonyl)glycine (0.11 g) in DMF (10 mL) was added 1,3-Dicyclohexycarbodiimide (0.14 g) and 1-hydroxybenzotriazole hydrate (94 mg). After stirring at room temperature for 1 h, a solution of N42-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl]piperazine-1-sulfonamide, hydrochloride salt (the product of step i, 0.27 g) and N-methylmorpholine (78 μL) in DMF (5 mL) was added dropwise and stirring continued at room temperature for 24 h. The mixture was filtered, rinsed with DCM and the filtrate evaporated. The crude material was purified by column chromatography on silica gel using EtOAc/isohexane (3:2) as eluent to give the subtitle compound as a foam. Yield: 0.24 g

後処理

  1. stirringstirring
  2. waitcontinued at room temperature for 24 h
  3. filtrationThe mixture was filtered
  4. washrinsed with DCM
  5. customthe filtrate evaporated
  6. customThe crude material was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-33a618244bbe4fda89050bf0aeddc24b
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08269002B2

反応ノート

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