Glycine ethyl ester, hydrochloride → HCID 69463404, compound

HRID 1297108Notes

Reaction equation

HRID 1297108 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH3:10])[C:5]([O:11][CH2:12][CH3:13])=[CH:4][C:3]=1[C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O.Cl.[NH2:23][CH2:24][C:25]([O:27]CC)=O>>[CH2:14]([CH:24]1[N:23]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:3]2[CH:4]=[C:5]([O:11][CH2:12][CH3:13])[C:6]([O:8][CH2:9][CH3:10])=[CH:7][C:2]=2[NH:1][C:25]1=[O:27])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1

Participants

3

Reactant 2

HCID 2723640Glycine ethyl ester, hydrochlorideHCID 69155618HCID 69155618, compound

Product 1

HCID 69463404HCID 69463404, compoundYield 19%

Procedure

By replacing (2-amino-4,5-dimethoxyphenyl)(phenyl) methanone (XXIaa) in example XXIIaa by (2-amino-4,5-diethoxyphenyl)(phenyl)methanone (XXIag), and ethyl glycinate hydrochloride by methyl phenylanalilate hydrochloride, and proceeding in the same manner, the abovenamed product is obtained. Yield: 19%. M: 10–112° C. 1H-NMR (CDCl3, 200 MHz): d 1.38 (t, 3H, CH3), 1.55 (t, 3H, CH3), 3.61–3.66 (m, 2H, CH2), 3.82–3.98 (m, 3H, CH+OCH2), 4.18 (q, 2H, OCH2), 6.64 (s, 1H Ar), 6,75 (s, 1H Ar), 7.25–7.57 (m, 10H Ar), 8.65 (s, 1H exchangeable, —NH).

Workup

  1. customthe abovenamed product is obtained
  2. custom10–112° C

Sources & evidence

ORD record
ord-76e19f465c2b434aad5ef0e558eee90d
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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