1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 59312893, compound

HRID 2389757Notes

Reaction equation

HRID 2389757 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4](Cl)[N:3]=1.[SH:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19].N12CCCN=C1CCCCC2>>[NH2:1][C:2]1[N:3]=[C:4]([S:12][CH2:13][CH2:14][NH:15][C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:19])[CH3:21])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 27240356-Chloro-3-nitropyridin-2-ylamineHCID 3017761N-(tert-butoxycarbonyl)-2-aminoethanethiol

Product 1

HCID 59312893HCID 59312893, compound

Procedure

tert-Butyl {2-[(6-amino-5-nitropyridin-2-yl)thio]ethyl}carbamate (Example 43A) is prepared in analogy to Example 42A from 2-amino-6-chloro-3-nitropyridine (500 mg, 2.9 mmol), tert-butyl (2-mercaptoethyl)carbamate (255 mg, 1.4 mmol) and 1,8-diazabicyclo(5.4.0)undec-7-ene (439 mg, 2.9 mmol). 422 mg (93% of theory) of product are obtained.

Workup

  1. custom422 mg (93% of theory) of product are obtained

Sources & evidence

ORD record
ord-d410c88612ad4ee4845469155c32442a
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

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