Hydrochloric Acid → HCID 131716664, compound

HRID 1088692Notes

Reaction equation

HRID 1088692 reaction equation
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]([N:17]3[CH2:22][CH:21]=[C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=4)[N:19]4[CH:33]=[N:34][C:35]([C:36]#[N:37])=[C:18]34)=[O:16])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:38].CCOCC>C(O)C>[ClH:38].[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][N:11]([CH2:14][C:15]([N:17]3[CH2:22][CH:21]=[C:20]([C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:30])[F:31])[CH:24]=4)[N:19]4[CH:33]=[N:34][C:35]([C:36]#[N:37])=[C:18]34)=[O:16])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 15712539HCID 15712539, compound

Product 1

HCID 131716664HCID 131716664, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 1.7 g amount of 1,2-dihydro-1-[[4-(phenylmethyl)-1-piperazinyl]acetyl]-4-[3-(trifluoromethyl)phenyl]imidazo[1,5-a]pyrimidine-8-carbonitrile (Example 7) was dissolved in 50 ml of ethyl alcohol with heating. The solution was cooled and acidified with 7.0 ml of 2.94N alcoholic hydrochloric acid. Then an excess of ether was added. The precipitate was collected, washed with ether and dried. The solid was dissolved by heating in 75 ml of ethanol. The solution was filtered, then the filtrate was chilled to recrystallize 1.0 g of the desired product as white crystals, mp 225°-227° C.

Workup

  1. temperaturewith heating
  2. temperatureThe solution was cooled
  3. customThe precipitate was collected
  4. washwashed with ether
  5. customdried
  6. dissolutionThe solid was dissolved
  7. temperatureby heating in 75 ml of ethanol
  8. filtrationThe solution was filtered
  9. temperaturethe filtrate was chilled
  10. customto recrystallize 1.0 g of the desired product as white crystals, mp 225°-227° C.

Sources & evidence

ORD record
ord-5aaf252743324fa2bb2cac7fabb574ca
Source dataset
uspto-grants-1990_10
Patent number
US04963552

Reaction notes

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