Sodium borohydride → HCID 178492594, compound

HRID 647819Notes

Reaction equation

HRID 647819 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13](=[O:35])[CH:14]([N:16]2[CH2:21][CH2:20][CH:19]([N:22]3[CH2:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[NH:24][C:23]3=[N:32][C:33]#[N:34])[CH2:18][CH2:17]2)[CH3:15])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[BH4-].[Na+]>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:13]([OH:35])[CH:14]([N:16]2[CH2:17][CH2:18][CH:19]([N:22]3[CH2:31][C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[NH:24][C:23]3=[N:32][C:33]#[N:34])[CH2:20][CH2:21]2)[CH3:15])[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 178492593HCID 178492593, compound

Product 1

HCID 178492594HCID 178492594, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In this example, 848 mg of the product obtained in Example 7 is dissolved in 30 ml of ethanol. The solution is subjected to reaction in the same conditions as those of Example 6 by using 1 g of sodium borohydride. The reaction mixture is subjected to the same post-treatment as that of Example 6 to obtain crude crystals. The crude crystals are recrystallized from methanol to obtain 554 mg of the desired product.

Workup

  1. customThe solution is subjected to reaction in the same conditions as those of Example 6
  2. customto obtain crude crystals
  3. customThe crude crystals are recrystallized from methanol

Sources & evidence

ORD record
ord-50eccd4a7cec4635b0f3de8ed793dfc9
Source dataset
uspto-grants-1983_10
Patent number
US04410528

Reaction notes

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