Hydrochloric Acid → 1-cyclobutyl-4-{[1-(tetrahydro-2H-pyran-4-ylacetyl)azetidin-3-yl]carbonyl}-1,4-diazepane

HRID 1402737ノート

反応式

HRID 1402737 の反応式
[NH:1]1[CH2:4][CH:3]([C:5]([N:7]2[CH2:13][CH2:12][CH2:11][N:10]([CH:14]3[CH2:17][CH2:16][CH2:15]3)[CH2:9][CH2:8]2)=[O:6])[CH2:2]1.CCN(C(C)C)C(C)C.[O:27]1[CH2:32][CH2:31][CH:30]([CH2:33][C:34](Cl)=[O:35])[CH2:29][CH2:28]1.Cl>C(Cl)Cl.O>[CH:14]1([N:10]2[CH2:11][CH2:12][CH2:13][N:7]([C:5]([CH:3]3[CH2:2][N:1]([C:34](=[O:35])[CH2:33][CH:30]4[CH2:31][CH2:32][O:27][CH2:28][CH2:29]4)[CH2:4]3)=[O:6])[CH2:8][CH2:9]2)[CH2:17][CH2:16][CH2:15]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 24229747(Tetrahydro-2H-pyran-4-yl)acetyl chlorideHCID 667393581-(Azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane

生成物 1

HCID 468522951-cyclobutyl-4-{[1-(tetrahydro-2H-pyran-4-ylacetyl)azetidin-3-yl]carbonyl}-1,4-diazepane収率 3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred solution of 1-(azetidin-3-ylcarbonyl)-4-cyclobutyl-1,4-diazepane (30 mg, 0.13 mmol) and DIPEA (42 μl, 0.25 mmol) in DCM (1 ml) was added tetrahydropyran-4-yl acetyl chloride (21 mg, 0.13 mmol) in DCM (1 ml). The reaction mixture stirred at RT for 16 hrs. Upon completion, water and 1M HCl were added and the reaction mixture was washed with DCM (3×5 ml). The combined organic phases were dried (MgSO4), filtered and concentrated at reduced pressure. The residue was purified by preparative HPLC to afford the title compound as colourless oil (1.2 mg, 3% yield).

後処理

  1. washthe reaction mixture was washed with DCM (3×5 ml)
  2. dry with materialThe combined organic phases were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated at reduced pressure
  5. customThe residue was purified by preparative HPLC

出典と根拠

ORDレコード
ord-ef3954166c704ee9a8b19e98f43483a2
出典データセット
uspto-grants-2014_12
特許番号
US08912176B2

反応ノート

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