Hydrochloric Acid → HCID 19088323, compound

HRID 1463767Notes

Reaction equation

HRID 1463767 reaction equation
B.[CH2:2]([S:9][C:10]1[CH:49]=[CH:48][CH:47]=[CH:46][C:11]=1[C:12]([NH:14][CH2:15][C:16]([CH3:45])([CH2:35][C:36]1[CH:41]=[CH:40][C:39]([N+:42]([O-:44])=[O:43])=[CH:38][CH:37]=1)[CH2:17][NH:18][C:19](=O)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=O)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl>C1COCC1.O>[CH2:2]([S:9][C:10]1[CH:49]=[CH:48][CH:47]=[CH:46][C:11]=1[CH2:12][NH:14][CH2:15][C:16]([CH3:45])([CH2:35][C:36]1[CH:41]=[CH:40][C:39]([N+:42]([O-:44])=[O:43])=[CH:38][CH:37]=1)[CH2:17][NH:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[S:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6331BoraneHCID 19088332HCID 19088332, compound

Product 1

HCID 19088323HCID 19088323, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

27.6 ml of a 1M borane solution in THF was added dropwise to a solution of 2,98 g [69] (4.6 mmol) in 10 ml THF at 0° C., reflux-heated for two hours, cooled and 10 ml of a 1:1 mixture of HCl in water was added and the solvlent was removed in a rotary evaporator. After neutralising with 1N NaOH the mixture was extracted with dichloromethane, and dried over sodium sulphate and the solvent was removed, leaving a faintly yellow oil.

Workup

  1. temperaturereflux-heated for two hours
  2. temperaturecooled
  3. additionwas added
  4. customthe solvlent was removed in a rotary evaporator
  5. extractionwas extracted with dichloromethane
  6. dry with materialdried over sodium sulphate
  7. customthe solvent was removed
  8. customleaving a faintly yellow oil

Sources & evidence

ORD record
ord-d900d1bc123248d69617bf9c68d7b878
Source dataset
uspto-grants-1994_04
Patent number
US05302370

Reaction notes

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