Methanol → HCID 21505637, compound

HRID 1287635Notes

Reaction equation

HRID 1287635 reaction equation
Cl([O-])(=O)(=O)=O.[CH:6]1([C:9]2[O:13][N:12]=[C:11]([C:14]3[CH:19]=[CH:18][N+:17]([CH2:20][CH2:21][CH2:22][C:23](=[O:31])[C:24]4[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=4)=[CH:16][CH:15]=3)[N:10]=2)[CH2:8][CH2:7]1.CO.[BH4-].[Na+]>O>[CH:6]1([C:9]2[O:13][N:12]=[C:11]([C:14]3[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][CH:23]([C:24]4[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=4)[OH:31])[CH2:16][CH:15]=3)[N:10]=2)[CH2:7][CH2:8]1

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 21505616HCID 21505616, compound

Product 1

HCID 21505637HCID 21505637, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a 1.8 g. portion of 4-(5-cyclopropyl-1,2,4-oxadiazol- 3-yl)-1-[3-(p-fluorobenzoyl)-propyl]pyridinium perchlorate, prepared as described in Example 3, in 80 ml. of methanol is added, portionwise with stirring, 1.8 g. of sodium borohydride. The mixture is stirred for 2 hours and then poured into 300 ml. of cold water, causing a white solid to separate. This solid is collected and recrystallized from acetonitrile, m.p. 89°-92° C.

Workup

  1. stirringThe mixture is stirred for 2 hours
  2. additionpoured into 300 ml
  3. customto separate
  4. customThis solid is collected
  5. customrecrystallized from acetonitrile, m.p. 89°-92° C.

Sources & evidence

ORD record
ord-c637fa9141104670b28c904aa13ba040
Source dataset
uspto-grants-1976_10
Patent number
US03985754

Reaction notes

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