Triethylamine → HCID 60029922、化合物

HRID 496449ノート

反応式

HRID 496449 の反応式
[N:1]1([CH2:6][C@@H:7]([O:14][C:15]2[CH:24]=[CH:23][C:22]3[C:21](=[O:25])[CH2:20][CH2:19][CH2:18][C:17]=3[C:16]=2[CH2:26][S:27]([C:30]2[CH:38]=[CH:37][CH:36]=[CH:35][C:31]=2[C:32]([OH:34])=O)(=[O:29])=[O:28])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[C:39](N1C=CN=C1)([N:41]1C=CN=C1)=O.C(N(CC)CC)C.Cl.CN>CN(C=O)C.O>[N:1]1([CH2:6][C@@H:7]([O:14][C:15]2[CH:24]=[CH:23][C:22]3[C:21](=[O:25])[CH2:20][CH2:19][CH2:18][C:17]=3[C:16]=2[CH2:26][S:27]([C:30]2[CH:38]=[CH:37][CH:36]=[CH:35][C:31]=2[C:32]([NH:41][CH3:39])=[O:34])(=[O:29])=[O:28])[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 6364545Methylamine hydrochlorideHCID 20828716HCID 20828716、化合物

生成物 1

HCID 60029922HCID 60029922、化合物収率 52%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 2-{[(2-{[(1S)-2-(1H-imidazol-1-yl)-1-phenylethyl]oxy}-5-oxo-5,6,7,8-tetrahydro-1-naphthalenyl)methyl]sulfonyl}benzoic acid. (159 mg, 0.30 mmol) and 1,1′-carbonyldiimidazole (73 mg, 0.45 mmol) in DMF (2 ml) was stirred at 50° C.(bath) for 10 min. Triethylamine (0.21 ml, 1.50 mmol) and methylamine hydrochloride (61 mg, 0.90 mmol) were added. The reaction mixture was stirred at room temperature for 24 h. Water (15 ml) was added and stirred at 0° C. for 30 min. The precipitate was filtered, washed with water, and dried to give a crude product which was recrystalized from ethyl acetate-MeOH to afford the required compound as a light brown solid, 85 mg, 52% yield; mp 249-251° C. NMR was consistent with the structure. Calcd. For C30H29N3O5S:

後処理

  1. stirringstirred at 0° C. for 30 min
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried
  5. customto give a crude product which
  6. customwas recrystalized from ethyl acetate-MeOH

出典と根拠

ORDレコード
ord-0e94175ebce64ec6b0f86e49d7168cdb
出典データセット
uspto-grants-2005_09
特許番号
US06943183B2

反応ノート

読み込み中…