Methylamine → HCID 68680816, compound

HRID 12294Notes

Reaction equation

HRID 12294 reaction equation
[CH3:1][O:2][C:3]1[C:4]([O:43][CH2:44][O:45][CH2:46][CH2:47][Si:48]([CH3:51])([CH3:50])[CH3:49])=[C:5]([CH:8]=[C:9]([C:11]2[CH:16]=[C:15]([C:17]3[N:21]([CH2:22][O:23][CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27])[C:20]4[CH:30]=[CH:31][CH:32]=[CH:33][C:19]=4[N:18]=3)[C:14](=[O:34])[N:13]([CH2:35][O:36][CH2:37][CH2:38][Si:39]([CH3:42])([CH3:41])[CH3:40])[N:12]=2)[CH:10]=1)C=O.[CH3:52][NH2:53].[CH2:54]1COCC1.C([BH3-])#N.[Na+]>CO.C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:10]=[C:9]([C:11]2[CH:16]=[C:15]([C:17]3[N:21]([CH2:22][O:23][CH2:24][CH2:25][Si:26]([CH3:29])([CH3:28])[CH3:27])[C:20]4[CH:30]=[CH:31][CH:32]=[CH:33][C:19]=4[N:18]=3)[C:14](=[O:34])[N:13]([CH2:35][O:36][CH2:37][CH2:38][Si:39]([CH3:40])([CH3:41])[CH3:42])[N:12]=2)[CH:8]=[C:5]([CH2:52][NH:53][CH3:54])[C:4]=1[O:43][CH2:44][O:45][CH2:46][CH2:47][Si:48]([CH3:51])([CH3:50])[CH3:49]

Participants

7

Reactant 4

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 5003444Sodium cyanoborohydrideHCID 86611611HCID 86611611, compound

Product 1

HCID 68680816HCID 68680816, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

200 mg of methoxy-5-{6-oxo-1-(2-trimethylsilanylethoxymethyl)-5-[1-(2-trimethylsilanylethoxymethyl)-1H-benzimidazol-2-yl]-1,6-dihydropyridazin-3-yl}-2-(2-trimethylsilanylethoxymethoxy)benzaldehyde are dissolved in 4.5 ml of methanol and methylamine (0.146 ml of a THF solution), and 18.4 mg of sodium cyanoborohydride are added, followed by 17 mg of acetic acid. After stirring at room temperature for 16 hours, the volatile components are distilled off and the crude product is employed without further purification for the next reaction.

Workup

  1. distillationthe volatile components are distilled off
  2. customthe crude product is employed without further purification for the next reaction

Sources & evidence

ORD record
ord-3838062fb5794b499372a71d6efce843
Source dataset
uspto-grants-2010_06
Patent number
US07727989B2

Reaction notes

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