Ethanol → HCID 13849381, compound

HRID 2309362Notes

Reaction equation

HRID 2309362 reaction equation
C(Cl)(Cl)Cl.C(O)C.[F:8][C:9]1[CH:39]=[CH:38][C:12]([C:13](=[O:37])[CH2:14][N:15]2[CH2:20][CH2:19][N:18]([C:21]3[N:22]=[C:23]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[C:24]4[CH:29]=[C:28]([CH3:30])[S:27][C:25]=4[N:26]=3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1.[BH4-].[Na+]>O>[F:8][C:9]1[CH:39]=[CH:38][C:12]([CH:13]([OH:37])[CH2:14][N:15]2[CH2:16][CH2:17][N:18]([C:21]3[N:22]=[C:23]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[C:24]4[CH:29]=[C:28]([CH3:30])[S:27][C:25]=4[N:26]=3)[CH2:19][CH2:20]2)=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 6212Chloroform2×HCID 4311764Sodium borohydrideHCID 13849380HCID 13849380, compound

Product 1

HCID 13849381HCID 13849381, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a mixture of 10 ml of chloroform and 10 ml of ethanol is dissolved 1.34 g of 2-(4-(4-fluorophenacyl)-piperazinyl)-6-methyl-4-phenyl-thieno[2,3-d]pyrimidine, and then 0.23 g of sodium borohydride is added at room temperature. After reaction for one hour, 60 ml of chloroform and 100 ml of water are added and two layers are separated. The chloroform layer is washed with 100 ml of water and then with saturated aqueous solution of sodium chloride, and dried over anhydrous sodum sulfate. Chloroform is distilled off and 1.27 g of the desired crystal is obtained from methanol. The product has a melting point of 180°-181.5° C.

Workup

  1. customAfter reaction for one hour
  2. customtwo layers are separated
  3. washThe chloroform layer is washed with 100 ml of water
  4. dry with materialwith saturated aqueous solution of sodium chloride, and dried over anhydrous sodum sulfate
  5. distillationChloroform is distilled off

Sources & evidence

ORD record
ord-7a9175df1d2443db8fedf8e73dd579dc
Source dataset
uspto-grants-1987_09
Patent number
US04695568

Reaction notes

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