4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride → HCID 11283170、化合物

HRID 751729ノート

反応式

HRID 751729 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[CH:10]=[C:9]([C:11]([NH:13][C@@H:14]([CH2:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[C:15]([OH:17])=O)=[O:12])[NH:8][C:5]2=[CH:6][N:7]=1.C[N+]1(C2N=C(OC)N=C(OC)N=2)CCOCC1.[Cl-].[O:44]1[C:48]2([CH2:53][CH2:52][CH2:51][NH:50][CH2:49]2)[O:47][CH2:46][CH2:45]1>C(O)C>[O:44]1[C:48]2([CH2:53][CH2:52][CH2:51][N:50]([C:15](=[O:17])[C@@H:14]([NH:13][C:11]([C:9]3[NH:8][C:5]4=[CH:6][N:7]=[C:2]([Cl:1])[CH:3]=[C:4]4[CH:10]=3)=[O:12])[CH2:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)[CH2:49]2)[O:47][CH2:46][CH2:45]1

参加物

5

反応物 3

HCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 123947731,4-Dioxa-7-azaspiro[4.5]decaneHCID 597536992-(S)-[(5-Chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid

生成物 1

HCID 11283170HCID 11283170、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a suspension of 2-(S)-[(5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carbonyl)amino]-3-(4-fluorophenyl)propionic acid (EXAMPLE 228, 80 mg, 0.22 mmol) in ethanol (6 mL) was added DMTMM (78 mg, 0.27 mmol) and the reaction stirred for 5 min. To the mixture was added 1,4-dioxa-7-aza-spiro[4.5]decane (Preparation 94, 35 mg, 0.24 mmol) and stirring continued for 16 h. Solvent was removed in vacuo and the crude material partitioned between ethyl acetate and water. The organic layer was washed with NaHCO3 solution (2×20 mL) then brine (2×20 mL), dried (MgSO4) and the solvent removed in vacuo. Purification by chromatography using dichloromethane/methanol (95:5) as the eluent gave the title compound as a pale yellow powder. m/z (ES+)=487.21 [M+H]+; RT=3.50 min.

後処理

  1. stirringstirring
  2. waitcontinued for 16 h
  3. customSolvent was removed in vacuo
  4. customthe crude material partitioned between ethyl acetate and water
  5. washThe organic layer was washed with NaHCO3 solution (2×20 mL)
  6. dry with materialbrine (2×20 mL), dried (MgSO4)
  7. customthe solvent removed in vacuo
  8. customPurification by chromatography

出典と根拠

ORDレコード
ord-24c7b09752ea47bc91cc9e2bddc5ecfd
出典データセット
uspto-grants-2008_07
特許番号
US07405210B2

反応ノート

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