HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Bicarbonate Ion → HCID 57567638, compound

HRID 1727427
Notes
Print preview

Reaction equation

HRID 1727427 reaction equation
Cl([O-])(=O)(=O)=O.[Li+].[NH2:7][CH2:8][CH2:9][N:10]1[C:14]2[CH:15]=[CH:16][C:17]([C:19]([N:21]([CH2:26][CH:27]([CH3:29])[CH3:28])[CH2:22][CH:23]([CH3:25])[CH3:24])=[O:20])=[CH:18][C:13]=2[N:12]=[C:11]1[NH:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[C:34]([O:39][CH3:40])=[C:33]([O:41][CH3:42])[CH:32]=1.[O:43]1C[CH:44]1[CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1.C(=O)([O-])O>C(#N)C.ClCCl>[OH:43][CH:44]([NH:7][CH2:8][CH2:9][N:10]1[C:14]2[CH:15]=[CH:16][C:17]([C:19]([N:21]([CH2:22][CH:23]([CH3:25])[CH3:24])[CH2:26][CH:27]([CH3:28])[CH3:29])=[O:20])=[CH:18][C:13]=2[N:12]=[C:11]1[NH:30][C:31]1[CH:36]=[C:35]([O:37][CH3:38])[C:34]([O:39][CH3:40])=[C:33]([O:41][CH3:42])[CH:32]=1)[CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 769Bicarbonate IonHCID 948262-(Phenylmethyl)oxiraneHCID 23665649Lithium perchlorateHCID 69027345HCID 69027345, compound

Product 1

HCID 57567638HCID 57567638, compound

Reagents, catalysts & solvents 2

HCID 6342
Acetonitrile
Solvent
HCID 6344DichloromethaneSolvent

Procedure

Lithium perchlorate (16 mg, 3 eq) then after 5 minutes 1-(2-aminoethyl)-N,N-diisobutyl-2-[(3,4,5-trimethoxy phenyl)amino]-1H-benzimidazole-5-carboxamide (25 mg, 1 eq) are added, at a temperature of approximately 20° C. to a solution of 2,3-epoxypropylbenzene (7 mg, 1 eq) in acetonitrile (0.5 ml). The mixture is heated under reflux for 24 hours then cooled down to ambient temperature and hydrogen carbonate and dichloromethane saturated water is added. After decanting and extracting, the organic phases are combined and washed with salt water, followed by drying over sodium sulphate and evaporating under reduced pressure at 40° C. Purification of the oil obtained by flash chromatography on silica gel (100% dichloromethane to dichloromethane/methanol 80:20) produces the expected compound in the form of an oil (31 mg, 55% yield)

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 24 hours
  3. customAfter decanting
  4. extractionextracting
  5. washwashed with salt water
  6. dry with materialby drying over sodium sulphate
  7. customevaporating under reduced pressure at 40° C
  8. customPurification of the oil
  9. customobtained by flash chromatography on silica gel (100% dichloromethane to dichloromethane/methanol 80:20)

Sources & evidence

ORD record
ord-84b32042585a420b857eaed20e5a63a5
Source dataset
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07495110B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes