Trifluoroacetic acid → N-((2R)-1-(4-(4-fluorophenyl)-2-methyl-1-oxo-2,7-diazaspiro[4.5]decan-7-yl)-3-(4-methylbenzyloxy)-1-oxopropan-2-yl)-2-methyl-2-(methylamino)propanamide

HRID 1036694ノート

反応式

HRID 1036694 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:12]3([CH2:17][CH2:16][CH2:15][N:14]([C:18](=[O:45])[C@H:19]([NH:30][C:31](=[O:44])[C:32]([N:35](C)[C:36](=O)OC(C)(C)C)([CH3:34])[CH3:33])[CH2:20][O:21][CH2:22][C:23]4[CH:28]=[CH:27][C:26]([CH3:29])=[CH:25][CH:24]=4)[CH2:13]3)[C:11](=[O:46])[N:10]([CH3:47])[CH2:9]2)=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[C:12]3([CH2:17][CH2:16][CH2:15][N:14]([C:18](=[O:45])[C@H:19]([NH:30][C:31](=[O:44])[C:32]([CH3:33])([NH:35][CH3:36])[CH3:34])[CH2:20][O:21][CH2:22][C:23]4[CH:24]=[CH:25][C:26]([CH3:29])=[CH:27][CH:28]=4)[CH2:13]3)[C:11](=[O:46])[N:10]([CH3:47])[CH2:9]2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71060455HCID 71060455、化合物

生成物 1

HCID 71060658N-((2R)-1-(4-(4-fluorophenyl)-2-methyl-1-oxo-2,7-diazaspiro[4.5]decan-7-yl)-3-(4-methylbenzyloxy)-1-oxopropan-2-yl)-2-methyl-2-(methylamino)propanamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To tert-butyl 1-((2R)-1-(4-(4-fluorophenyl)-2-methyl-1-oxo-2,7-diazaspiro[4.5]decan-7-yl)-3-(4-methylbenzyloxy)-1-oxopropan-2-ylamino)-2-methyl-1-oxopropan-2-yl(methyl)carbamate (128 mg, 0.196 mmol) in DCM (2 ml) was added TFA (0.6 ml, 7.79 mmol). The mixture was stirred at RT for 30 mins then concentrated in vacuo. The residue was suspended in sat. sodium bicarbonate soln. (10 ml) and extracted with EtOAc (2×50 ml). The extracts were dried and concentrated. The residue was applied to a 20 g silica cartridge in DCM and this was eluted with 5% MeOH/DCM [diluted from 10% MeOH/DCM containing 1% aqueous 880 ammonia]. The relevant fractions were combined and concentrated to give a foam. This was dried at 40° C. overnight under vacuum to give the title compound as a glass.

後処理

  1. concentrationthen concentrated in vacuo
  2. extraction(10 ml) and extracted with EtOAc (2×50 ml)
  3. customThe extracts were dried
  4. concentrationconcentrated
  5. washthis was eluted with 5% MeOH/DCM [diluted from 10% MeOH/DCM containing 1% aqueous 880 ammonia]
  6. concentrationconcentrated
  7. customto give a foam
  8. customThis was dried at 40° C. overnight under vacuum

出典と根拠

ORDレコード
ord-a4bbebe57f944e6ba1e0a4f09d90856d
出典データセット
uspto-grants-2013_10
特許番号
US08546416B2

反応ノート

読み込み中…