Glycine ethyl ester, hydrochloride → HCID 10221752, compound

HRID 1297110Notes

Reaction equation

HRID 1297110 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.Cl.[C:30]1(NCC(OCC)=O)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[C:30]1([CH:23]2[N:22]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:3]3[CH:4]=[C:5]([O:11][CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[CH:7][C:2]=3[NH:1][C:24]2=[O:26])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

4

Reactant 3

HCID 2723640Glycine ethyl ester, hydrochlorideHCID 12241367Ethyl N-phenylglycinate hydrochlorideHCID 69461214HCID 69461214, compound

Product 1

HCID 10221752HCID 10221752, 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 phenylglycinate hydrochloride, and proceeding in the same manner, the abovenamed product is obtained. Yield: 55%. M: 168–169° C. 1H-NMR (DMSO, 200 MHz): d 1.38–1.42 (m, 3H, CH3), 3.65 (s, 3H, OCH3), 3.98–4.18 (m, 2H, CH2), 4.76 (s, 1H, CH), 6.78 (s, 1H Ar), 6.88 (s, 1H Ar), 7.38–7.58 (m, 10H Ar), 10.49 (s, 1H, NH).

Workup

  1. customthe abovenamed product is obtained
  2. custom168–169° C

Sources & evidence

ORD record
ord-afeb2372c2f942d8b6c5c77c3e0d7f9e
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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