Formaldehyde → HCID 57551806, compound

HRID 907300Notes

Reaction equation

HRID 907300 reaction equation
[CH:1]1([NH:4][C:5](=[O:35])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][CH:25]3[CH2:27][CH2:26]3)[CH:17]=[C:16]4[CH2:28][NH:29][CH2:30][CH2:31][N:32]([CH3:34])[CH3:33])[CH:7]=2)[CH2:3][CH2:2]1.C=O.[C:38](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[CH:1]1([NH:4][C:5](=[O:35])[C:6]2[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([C:13]3[CH:14]=[C:15]4[C:20](=[CH:21][CH:22]=3)[C:19](=[O:23])[N:18]([CH2:24][CH:25]3[CH2:27][CH2:26]3)[CH:17]=[C:16]4[CH2:28][N:29]([CH2:30][CH2:31][N:32]([CH3:34])[CH3:33])[CH3:38])[CH:7]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 57551755HCID 57551755, compound

Product 1

HCID 57551806HCID 57551806, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product of Example 67 (0.050 g) and formaldehyde (0.079 mL) were stirred in dichloromethane (10 mL). Sodium triacetoxyborohydride (0.067 g) was then added and the mixture stirred at room temperature for 12 hours. The volatiles were removed under reduced pressure and the residue purified by HPLC to give the title compound as a solid (0.035 g).

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue purified by HPLC

Sources & evidence

ORD record
ord-1a4bf42085a94fe5899f9eaad105bbf0
Source dataset
uspto-grants-2011_09
Patent number
US08012979B2

Reaction notes

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