Diisopropylethylamine → Ammonium Hydroxide

HRID 1027887ノート

反応式

HRID 1027887 の反応式
FC(F)(F)C(O)=[O:4].[CH2:8]([N:15]1[CH2:23][CH2:22][CH2:21][C:17]2([CH2:20][NH:19][CH2:18]2)[CH2:16]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CC1C=CC(S(O[C:35]2[C:36]3[CH2:46][CH2:45][CH2:44][C:43]4[CH:47]=[CH:48][CH:49]=[CH:50][C:42]=4[C:37]=3[N:38]=[C:39]([NH2:41])[N:40]=2)(=O)=O)=CC=1.C(N(CC)C(C)C)(C)C>COCCO.C(Cl)Cl>[OH-:4].[NH4+:15].[CH2:8]([N:15]1[CH2:23][CH2:22][CH2:21][C:17]2([CH2:20][N:19]([C:35]3[C:36]4[CH2:46][CH2:45][CH2:44][C:43]5[CH:47]=[CH:48][CH:49]=[CH:50][C:42]=5[C:37]=4[N:38]=[C:39]([NH2:41])[N:40]=3)[CH2:18]2)[CH2:16]1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

参加物

7

反応物 3

HCID 81531DiisopropylethylamineHCID 251291732-amino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-4-yl 4-methylbenzenesulfonateHCID 692261806-Benzyl-2,6-diazaspiro[3.5]nonane 2,2,2-trifluoroacetate

生成物 2

HCID 14923Ammonium HydroxideHCID 692254774-(6-benzyl-2,6-diazaspiro[3.5]non-2-yl)-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidin-2-amine

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 80192-Methoxyethanol溶媒

反応条件

温度
115 °C

実験手順

The product from Example 77A was mixed with the product from Example 59C (135 mg, 0.35 mmol) in 2-methoxyethanol (1.2 mL) and N,N-diisopropylethylamine (0.74 mL, 1.74 mmol), then heated at 115° C. overnight, then cooled, diluted with CH2Cl2, and washed with 1 M NaOH. The aqueous layer was extracted with CH2Cl2. The combined organic extracts were dried (MgSO4), filtered, concentrated and purified by chromatography on silica gel, eluting with a gradient of 1:0 to 1:2 CH2Cl2:[10% (9:1 MeOH:saturated aqueous ammonium hydroxide)] to provide the title compound. MS (M+H)+ m/z 426.

後処理

  1. temperaturecooled
  2. washwashed with 1 M NaOH
  3. extractionThe aqueous layer was extracted with CH2Cl2
  4. dry with materialThe combined organic extracts were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. custompurified by chromatography on silica gel
  8. washeluting with a gradient of 1:0 to 1:2 CH2Cl2

出典と根拠

ORDレコード
ord-206b34b43679486d8a4bbe477d93800d
出典データセット
uspto-grants-2014_05
特許番号
US08735411B2

反応ノート

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