Sodium Carbonate → HCID 137225458, compound

HRID 1085864Notes

Reaction equation

HRID 1085864 reaction equation
C([O:3][CH2:4]CN1C2C=NC=CC=2N=C1CN1CCNCC1)C.Br[CH2:23][CH2:24][N:25]1[C:29](=[O:30])[N:28](CC)[N:27]=[N:26]1.[C:33](=[O:36])([O-:35])[O-].[Na+].[Na+].CN(C)C(=O)C>O>[C:4]([OH:3])(=[O:30])[C:33]([OH:35])=[O:36].[CH2:24]([N:25]1[C:29](=[O:30])[NH:28][N:27]=[N:26]1)[CH3:23]

Participants

6

Reactant 4

HCID 10340Sodium CarbonateHCID 31374DimethylacetamideHCID 30199151-(2-Bromoethyl)-4-ethyl-1,4-dihydro-5H-tetrazol-5-oneHCID 19911533HCID 19911533, compound

Product 1

HCID 137225458HCID 137225458, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 2.7 parts of 3-(2-ethoxyethyl)-2-(1-piperazinylmethyl)-3H-imidazo [4,5-c]pyridine, 2.7 parts of 1-(2-bromoethyl)-4-ethyl-1,4-dihydro -5H-tetrazol-5-one, 1.3 parts of sodium carbonate and 72 parts of N,N-dimethylacetamide was stirred overnight at 70° C. The reaction mixture was poured into water and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was converted into the ethanedioate salt in 2-propanol. The salt was filtered off and dried, yielding 3.9 parts (64.0%) of 1-[2-[4-[[3-(2-ethoxyethyl)-3H-imidazo[4,5-b]pyridin-2-yl ]methyl]-1-piperazinyl]ethyl)]-4-ethyl-1,4-dihydro-5H-tetrazol-5-one ethanedioate(1:2); mp. 170.9° C. (compound 38).

Workup

  1. extractionthe product was extracted with dichloromethane
  2. customThe extract was dried
  3. filtrationfiltered
  4. customevaporated
  5. filtrationThe salt was filtered off
  6. customdried

Sources & evidence

ORD record
ord-ad29dd0635184a42952b0a23f0f15fc1
Source dataset
uspto-grants-1991_04
Patent number
US05011842

Reaction notes

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