Dimethylformamide → HCID 68840988、化合物

HRID 229724

反応式

HRID 229724 の反応式
CN(C)C=O.[CH3:6][CH:7]1[CH2:16][C:15]2[N:14]=[N:13][C:12]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=3)=[CH:11][C:10]=2[CH:9]([OH:27])[CH2:8]1.Cl.CN(C)CCCN=C=NCC.[C:40]([O:44][C:45]([NH:47][C@@H:48]([C:56](O)=[O:57])[CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)=[O:46])([CH3:43])([CH3:42])[CH3:41]>C(O)C.C(OCC)(=O)C>[C:40]([O:44][C:45]([NH:47][C@@H:48]([C:56]([O:27][C@H:9]1[CH2:8][C@@H:7]([CH3:6])[CH2:16][C:15]2[N:14]=[N:13][C:12]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=3)=[CH:11][C:10]1=2)=[O:57])[CH2:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)=[O:46])([CH3:42])([CH3:43])[CH3:41]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 637610Boc-D-phenylalanineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 99725287-Methyl-3-(3-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydrocinnolin-5-ol

生成物 1

HCID 68840988HCID 68840988、化合物収率 29.5%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a N,N-dimethylformamide solution (181 mL) of 7-methyl-3-(3-trifluoromethylphenyl)-5,6,7,8-tetrahydrocinnolin-5-ol (27.8 g, 90.4 mmol) obtained in Example 6 were added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (26 g, 135.7 mmol) and N-(tert-butoxycarbonyl)-D-phenylalanine (31.2 g, 117.6 mmol) with washing in N-methylpyrrolidone (36 ml), followed by adding N,N-dimethylaminopyridine (1.2 mg, 9.0 mmol) to the mixed liquid under ice cooling, stirring over night, adding ethyl acetate (0.6 mL) and distilled water (0.3 L) and washing thus extracted organic layer with a 5% by weight aqueous solution of potassium hydrogen sulfate (400 mL), a saturated aqueous solution of sodium bicarbonate (300 mL) and a 10% saline solution (300 mL) sequentially. To residue obtained after concentration of the organic layer was added ethanol (187 mL) and stirred over night at room temperature. Crystal generated was filtered and washed with ethanol (35 mL) to obtain the titled objective compound (14.8 g).

後処理

  1. washwith washing in N-methylpyrrolidone (36 ml)
  2. distillationdistilled water (0.3 L)
  3. washwashing thus extracted organic layer with a 5% by weight aqueous solution of potassium hydrogen sulfate (400 mL)
  4. customTo residue obtained after concentration of the organic layer
  5. stirringstirred over night at room temperature
  6. filtrationCrystal generated was filtered
  7. washwashed with ethanol (35 mL)

出典と根拠

ORDレコード
ord-5b4e3d64f71d407c9b74987f1f6795a6
出典データセット
uspto-grants-2009_07
特許番号
US07563893B2

関連ノート

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