Formaldehyde → HCID 89845382, compound

HRID 334001Notes

Reaction equation

HRID 334001 reaction equation
[ClH:1].Cl.[CH2:3]([NH:11][CH2:12][C@H:13]([NH:15][S:16]([C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[CH:25]=[N:24][CH:23]=[CH:22]2)(=[O:18])=[O:17])[CH3:14])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C=O.[C:31]([BH3-])#N.[Na+]>C(O)C>[ClH:1].[ClH:1].[CH3:31][N:11]([CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:12][C@H:13]([NH:15][S:16]([C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[CH:25]=[N:24][CH:23]=[CH:22]2)(=[O:18])=[O:17])[CH3:14]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 57389812HCID 57389812, compound

Product 1

HCID 89845382HCID 89845382, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound of Example 23 (54 mg) was N-methylated by the action of paraformaldehyde (50 mg) and sodium cyanoborohydride (63 mg) in ethanol to obtain a crude product. Subsequently, 21 mg of the title compound was obtained as a gray solid (35%) with reference to the method of Step 3 of Example 1.

Workup

  1. customto obtain a crude product

Sources & evidence

ORD record
ord-957e6ddf0d384d1eac5197385144b61e
Source dataset
uspto-grants-2014_11
Patent number
US08883792B2

Reaction notes

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