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 1255343노트

반응식

HRID 1255343 반응식
[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]

참가 물질

6

반응물 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

생성물 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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-1d968194bce54db4b4c0622f8038a197
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455483B2

반응 노트

불러오는 중…