(2-Bromo-Pyridin-3-Yl)-Carbamic Acid Tert-Butyl Ester → 2-(3-(S)-Amino-2-oxo-pyrrolidin-1-ylmethyl)-pyrrolo[3,2-b]pyridine-1-carboxylic acid tert-butyl ester

HRID 394616Notes

Reaction equation

HRID 394616 reaction equation
[C:1]([O:5][C:6](=[O:15])[NH:7][C:8]1[C:9](Br)=[N:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].C(OC(=O)[NH:25][C@H:26]1[CH2:30][CH2:29][N:28]([CH2:31][C:32]#[CH:33])[C:27]1=[O:34])C1C=CC=CC=1>>[C:1]([O:5][C:6]([N:7]1[C:8]2[C:9](=[N:10][CH:11]=[CH:12][CH:13]=2)[CH:33]=[C:32]1[CH2:31][N:28]1[CH2:29][CH2:30][C@H:26]([NH2:25])[C:27]1=[O:34])=[O:15])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 14177127(2-Bromo-Pyridin-3-Yl)-Carbamic Acid Tert-Butyl EsterHCID 54281442(2-Oxo-1-prop2-ynyl-pyrrolidin-3-(s)-yl)-carbamic acid benzyl ester

Product 1

HCID 537713252-(3-(S)-Amino-2-oxo-pyrrolidin-1-ylmethyl)-pyrrolo[3,2-b]pyridine-1-carboxylic acid tert-butyl ester

Procedure

The title compound is prepared from (2-bromo-pyridin-3-yl)-carbamic acid tert-butyl ester (1.6 g, 5.9 mmol) and (2-oxo-1-prop-2-ynyl-pyrrolidin-3-(S)-yl carbamic acid benzyl ester (1.6 g, 5.9 mmol) according to the methods described in EXAMPLE 59, Parts C,D and E. The title compound was obtained as a white solid (0.29 g, 0.88 mmol).

Sources & evidence

ORD record
ord-2d85721053b34e85b5a8acf73b1da2bf
Source dataset
uspto-grants-2003_08
Patent number
US06602864B1

Reaction notes

Loading…