Formaldehyde → HCID 68693382, compound

HRID 2245010Notes

Reaction equation

HRID 2245010 reaction equation
[NH:1]1[CH2:7][CH2:6][CH2:5][CH:4]([N:8]2[CH2:13][CH2:12][N:11]([C:14]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[O:35][CH3:36])([NH:18][C:19]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)=[O:20])[C:15]([NH2:17])=[O:16])[CH2:10][CH2:9]2)[CH2:3][CH2:2]1.C=O.[BH3-][C:40]#N.[Na+]>CO>[CH3:40][N:1]1[CH2:7][CH2:6][CH2:5][CH:4]([N:8]2[CH2:9][CH2:10][N:11]([C:14]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[O:35][CH3:36])([NH:18][C:19]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)=[O:20])[C:15]([NH2:17])=[O:16])[CH2:12][CH2:13]2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 68694582HCID 68694582, compound

Product 1

HCID 68693382HCID 68693382, compoundYield 25.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-(homopiperidin-4-yl)piperazin-1-yl-2-(2-methoxyphenyl)-2-(4-chlorophenylaminocarbonylamino)-acetamide (150 mg, 0.30 mmol) and HCHO (37% aq., 0.067 mL, 0.90 mmol) in MeOH (5.0 mL), NaBH3CN (57 mg, 0.90 mmol) was added. After being stirred at room temperature overnight, the mixture was purified by HPLC to give the titled compound (40 mg). MS 514.5 qnd 516.5 (M+H, Cl pattern).

Workup

  1. customthe mixture was purified by HPLC

Sources & evidence

ORD record
ord-34097c5994404e7eb830da5f589f3be6
Source dataset
uspto-grants-2010_03
Patent number
US07678913B2

Reaction notes

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