Glycine ethyl ester, hydrochloride → HCID 10202639, compound

HRID 1297109Notes

Reaction equation

HRID 1297109 reaction equation
Cl.NC[C:4]([O:6][CH2:7][CH3:8])=O.Cl.Cl.[NH2:11][C@H:12]([C:23]([O:25]CC)=O)[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1>>[CH3:4][O:6][C:7]1[C:7]([O:6][CH3:4])=[CH:8][C:12]2[NH:11][C:23](=[O:25])[CH:12]([CH2:13][C:14]3[C:22]4[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=4)[NH:16][CH:15]=3)[N:11]=[C:14]([C:22]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[C:13]=2[CH:8]=1

Participants

3

Reactant 2

HCID 2723640Glycine ethyl ester, hydrochlorideHCID 69459600HCID 69459600, compound

Product 1

HCID 10202639HCID 10202639, compoundYield 10%

Procedure

By replacing ethyl glycinate hydrochloride in example XXIIaa by ethyl tryptophanate dihydrochloride and proceeding in the same manner, the abovenamed product is obtained. Yield: 10%. M: 180–185° C. 1H-NMR (DMSO, 200 MHz): d 3.44–3.57 (m, 5H, 1CH2+OCH3), 3.83 (s, 3H, OCH3), 4.35–4.41 (m, 1H, CH), 6.64 (s, 1H Ar), 6.80 (s, 1H Ar), 6.97–7.07 (m, 2H Ar), 7.21–7.63 (m, 7H Ar), 10.37 (s, 1H, NH), 10.83 (s, 1H, NH Indole). Mass: (M+H)+=426.19.

Workup

  1. customthe abovenamed product is obtained
  2. custom180–185° C

Sources & evidence

ORD record
ord-40118012761d420bb5113defc6d8a1e2
Source dataset
uspto-grants-2007_07
Patent number
US07250410B2

Reaction notes

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