Methylamine → HCID 11524225, compound

HRID 2422660Notes

Reaction equation

HRID 2422660 reaction equation
[NH2:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH3:12][NH2:13].[CH3:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1.OC1[CH2:30][CH2:29][N:28](C(OC(C)(C)C)=O)[CH2:27][CH2:26]1.[C:38]1(=O)[CH2:41][CH2:40][CH2:39]1>>[CH:38]1([N:28]2[CH2:29][CH2:30][CH:14]([O:15][C:16]3[CH:23]=[CH:22][C:19]([C:20]4[N:13]([CH3:12])[C:4](=[O:6])[C:3]5[C:2](=[C:10]([CH3:11])[CH:9]=[CH:8][CH:7]=5)[N:1]=4)=[CH:18][CH:17]=3)[CH2:26][CH2:27]2)[CH2:41][CH2:40][CH2:39]1

Participants

6

Reactant 5

HCID 6329MethylamineHCID 14496CyclobutanoneHCID 312444-MethoxybenzaldehydeHCID 781012-Amino-3-methylbenzoic acidHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylate

Product 1

HCID 11524225HCID 11524225, compound

Procedure

The entitled compound was obtained according to the method of Example 85 but using 2-amino-3-methylbenzoic acid, methylamine, 4-methoxybenzaldehyde, tert-butyl 4-hydroxytetrahydro-1(2H)-pyridinecarboxylate, and cyclobutanone. The obtained compound was further purified through reversed-phase liquid chromatography (acetonitrile-water) to give a colorless solid (m.p. 152.0-153.8° C.).

Workup

  1. customThe entitled compound was obtained
  2. customThe obtained compound was further purified through reversed-phase liquid chromatography (acetonitrile-water)

Sources & evidence

ORD record
ord-5a8e70f15aed4748a12e9408c8823040
Source dataset
uspto-grants-2011_06
Patent number
US07960394B2

Reaction notes

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