Hydrochloric Acid → HCID 178518664, compound

HRID 1014735Notes

Reaction equation

HRID 1014735 reaction equation
Cl.O=[C:3]1[NH:22]C2=NC=C(C3C=CC(C(=N)OCC)=CC=3)N=C2[N:4]1CCN1CCCCC1.[O:31]=[C:32]1[NH:48][C:35]2=[N:36][CH:37]=[C:38]([C:40]3[CH:47]=[CH:46][C:43]([C:44]#[N:45])=[CH:42][CH:41]=3)[N:39]=[C:34]2[N:33]1[CH2:49][CH2:50][N:51]1[CH2:56][CH2:55][CH2:54][CH2:53][CH2:52]1.Cl>C(O)C>[N:4]1[N:45]=[C:44]([C:43]2[CH:42]=[CH:41][C:40]([C:38]3[N:39]=[C:34]4[N:33]([CH2:49][CH2:50][N:51]5[CH2:52][CH2:53][CH2:54][CH2:55][CH2:56]5)[C:32](=[O:31])[NH:48][C:35]4=[N:36][CH:37]=3)=[CH:47][CH:46]=2)[NH:22][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 66699762HCID 66699762, compoundHCID 66699921HCID 66699921, compound

Product 1

HCID 178518664HCID 178518664, compoundYield 64.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 4-(2-oxo-3-(2-(piperidin-1-yl)ethyl)-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-5-yl)benzimidate hydrochloride. 4-(2-Oxo-3-(2-(piperidin-1-yl)ethyl)-2,3-dihydro-1H-imidazo[4,5-b]pyrazin-5-yl)benzonitrile (0.5 g., 1.43 mmol) was placed in anhydrous ethanol (5 mL) and cooled on an ice bath. The mixture was charged with hydrogen chloride gas for 15 min, capped and allowed to stir overnight while warming to rt. The solvent was removed and the residue treated with ether, filtered and dried under high vacuum to yield the title compound (0.4 g., 64.6% yield). MS (ESI) m/z 395.6 [M+1]+

Workup

  1. temperaturecooled on an ice bath
  2. customcapped
  3. customThe solvent was removed
  4. additionthe residue treated with ether
  5. filtrationfiltered
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-2a70dda420d14bc993177138e949ad06
Source dataset
uspto-grants-2011_07
Patent number
US07981893B2

Reaction notes

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