Glycine tert-butyl ester → HCID 67494833, compound

HRID 1192094Notes

Reaction equation

HRID 1192094 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([OH:16])=O)=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[NH2:21][CH2:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24]>>[Cl:20][C:6]1[CH:5]=[N:4][CH:3]=[C:2]([Cl:1])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14]([NH:21][CH2:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[O:16])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18]

Participants

3

Reactant 2

HCID 151417Glycine tert-butyl esterHCID 602073175-((3,5-Dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carboxylic acid

Product 1

HCID 67494833HCID 67494833, compound

Procedure

Prepared according to the procedure described for example 44 from 5-[(3,5-dichloro-4-pyridyl)sulfanyl]-4-nitro-thiophene-2-carboxylic acid (145 mg, 0.5 mmol) and tert-butyl 2-aminoacetate (79 mg, 0.6 mmol). The title compound was obtained as a solid (98.0 mg, 42% yield). 1H NMR (300 MHz, d6-DMSO) δ: 8.74 (2H, s), 7.95 (1H, s), 4.06 (2H, m), 1.49 (9H, s) MS m/z: 463.80, 465.75 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1d3f385c07414f66bb4041134922f286
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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