Glycine ethyl ester, hydrochloride → HCID 69461618, compound

HRID 1297111Notes

Reaction equation

HRID 1297111 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH3:10])[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=O.Cl.[NH2:22][CH2:23][C:24]([O:26]CC)=O>>[CH2:13]([CH:23]1[N:22]=[C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:3]2[CH:4]=[C:5]([O:11][CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[CH:7][C:2]=2[NH:1][C:24]1=[O:26])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1

Participants

3

Reactant 2

HCID 2723640Glycine ethyl ester, hydrochlorideHCID 69461214HCID 69461214, compound

Product 1

HCID 69461618HCID 69461618, compoundYield 55%

Procedure

By replacing (2-amino-4,5-dimethoxyphenyl)(phenyl)methanone (XXIaa) in example XXIIaa by (2-amino-4-ethoxy-5-methoxyphenyl)(phenyl)methanone (XXIak), and ethyl glycinate hydrochloride by ethyl phenylalalinate hydrochloride, and proceeding in the same manner, the abovenamed product is obtained. Yield: 55%. M: 190–193° C. 1H-NMR (DMSO, 200 MHz): d 1.33–1.39 (m, 3H, CH3), 3.36–3.64 (m, 3H, CH+CH2Bn), 3.73 (s, 3H, OCH3), 3.95–4.10 (m, 2H, CH2), 6.59 (s, 1H Ar), 6.77 (s, 1H Ar), 7.21–7.44 (m, 10H Ar), 10.36 (s, 1H, NH).

Workup

  1. customthe abovenamed product is obtained
  2. custom190–193° C

Sources & evidence

ORD record
ord-b67ea956fd224612a39025d4a07029c3
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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