Water → N-Butyl-N-(2-(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethylamino)ethyl)-3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide monosulphate salt

HRID 1255343ノート

反応式

HRID 1255343 の反応式
[CH2:1]([N:5]([CH2:42][CH2:43][NH:44][CH2:45][CH2:46][C:47]1[C:52]2[O:53][CH2:54][C:55](=[O:57])[NH:56][C:51]=2[C:50]([OH:58])=[CH:49][CH:48]=1)[C:6](=[O:41])[CH2:7][CH2:8][O:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][CH2:19][N:20]2[CH2:40][CH2:39][C:23]3([O:28][CH2:27][CH2:26][N:25]([C:29]([C:31]4[N:32]=[C:33]([CH:36]([CH3:38])[CH3:37])[S:34][CH:35]=4)=[O:30])[CH2:24]3)[CH2:22][CH2:21]2)[CH:13]=1)[CH2:2][CH2:3][CH3:4].[S:59](=[O:63])(=[O:62])([OH:61])[OH:60].O>CCO.CC#N>[S:59]([OH:63])([OH:62])(=[O:61])=[O:60].[CH2:1]([N:5]([CH2:42][CH2:43][NH:44][CH2:45][CH2:46][C:47]1[C:52]2[O:53][CH2:54][C:55](=[O:57])[NH:56][C:51]=2[C:50]([OH:58])=[CH:49][CH:48]=1)[C:6](=[O:41])[CH2:7][CH2:8][O:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][CH2:19][N:20]2[CH2:40][CH2:39][C:23]3([O:28][CH2:27][CH2:26][N:25]([C:29]([C:31]4[N:32]=[C:33]([CH:36]([CH3:37])[CH3:38])[S:34][CH:35]=4)=[O:30])[CH2:24]3)[CH2:22][CH2:21]2)[CH:13]=1)[CH2:2][CH2:3][CH3:4]

参加物

6

反応物 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 51036603N-Butyl-N-(2-(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethylamino)ethyl)-3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide

生成物 1

HCID 86651693N-Butyl-N-(2-(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethylamino)ethyl)-3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide monosulphate salt

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6342Acetonitrile溶媒

実験手順

N-butyl-N-(2-(2-(5-hydroxy-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethylamino)ethyl)-3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide (limiting reagent) was dissolved in EtOH (15 vols) and 4.9M sulphuric acid (1 molar equivalent) was added and the solution was stirred at room temp for 48 hours. The precipitate was collected, washed with EtOH (1 voll) and vacuum dried (oven at 40° C., oil pump) to leave a white solid (70% recovery). 5% water in MeCN (20 volumes) was added and the mixture stirred for 6 days. Crystalline solid (form G) was then collect by filtration (95% recovery).

後処理

  1. customThe precipitate was collected
  2. washwashed with EtOH (1 voll) and vacuum
  3. customdried (oven at 40° C., oil pump)
  4. customto leave a white solid (70% recovery)
  5. stirringthe mixture stirred for 6 days
  6. filtrationCrystalline solid (form G) was then collect by filtration (95% recovery)

出典と根拠

ORDレコード
ord-1d968194bce54db4b4c0622f8038a197
出典データセット
uspto-grants-2013_06
特許番号
US08455483B2

反応ノート

読み込み中…