Ethanol → HCID 20262414, compound

HRID 371104Notes

Reaction equation

HRID 371104 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[C:23](=[O:24])[N:22]4[C:25]([CH3:28])=[CH:26][S:27][C:21]4=[N:20][C:19]=3[CH3:29])[CH2:12][CH2:11]2)=[CH:2]1.C(O)C.[P:33](=[O:37])([OH:36])([OH:35])[OH:34]>O>[P:33]([OH:37])([OH:36])([OH:35])=[O:34].[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][C:18]3[C:23](=[O:24])[N:22]4[C:25]([CH3:28])=[CH:26][S:27][C:21]4=[N:20][C:19]=3[CH3:29])[CH2:12][CH2:11]2)=[CH:2]1

Participants

5

Reactant 3

HCID 702EthanolHCID 1004Phosphoric AcidHCID 30861076-(2-(4-(1H-Indol-3-yl)piperidin-1-yl)ethyl)-3,7-dimethyl-5H-thiazolo(3,2-a)pyrimidin-5-one

Product 1

HCID 20262414HCID 20262414, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred and warm suspension of 4 parts of 6-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidin-5-one in 80 parts of ethanol was acidified with phosphoric acid. 60 parts of water were added and the whole was boiled. The undissolved material was filtered off and the filtrate was allowed to crystallize. The product was filtered off and dried, yielding 4.5 parts (80%) of 6-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidin-5-one phosphate (2:3) monohydrate; mp. 214.4° C. (compound 28).

Workup

  1. temperaturewarm
  2. filtrationThe undissolved material was filtered off
  3. customto crystallize
  4. filtrationThe product was filtered off
  5. customdried

Sources & evidence

ORD record
ord-d9a01389ac6a4d459c90fdd5f5812f19
Source dataset
uspto-grants-1985_07
Patent number
US04529727

Reaction notes

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