CGRP Antagonist Salt
An efficient synthesis for the preparation of N-[(3R,6S)-6-(2,3-difluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)azepan-3-yl]-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin- 1 -yl)piperidine-1-carboxamide, by coupling (3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-(2,2,2-trifluoroethyl)azepan-2-one and 2-oxo-1-(4-piperidinyl)-2,3-dihydro-1H-imidazo[4,5-b]pyridine dihydrochloride with 1,1′-carbonyldiimidazole (“CDI”) as carbonyl source; an efficient preparation of the potassium salt of N-[(3R,6S)-6-(2,3-difluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)azepan-3-yl]-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin- 1 -yl)piperidine-1-carboxamide; efficient syntheses for the preparation of intermediates (3R,6S)-3-amino-6-(2,3-difluorophenyl)-1-(2,2,2-trifluoroethyl)azepan-2-one and 2-oxo-1-(4-piperidinyl)-2,3-dihydro-1H-imidazo[4,5-b]pyridine dihydrochloride, and the potassium salt of N-[(3R,6S)-6-(2,3-difluorophenyl)-2-oxo-1-(2,2,2-trifluoroethyl)azepan-3-yl]-4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidine-1-carboxamide including the potassium salt ethanolate and potassium salt hydrate.
1 - 5 . (canceled)
6 . A compound selected from:
7 . The compound:
8 . The compound:
9 . A method for modulation of CGRP receptor activity in a mammal which comprises administering to the mammal an effective amount of the compound of claim 7 .
10 . A method for modulation of CGRP receptor activity in a mammal which comprises administering to the mammal an effective amount of the compound of claim 8 .
11 . A method for treating headache in a patient in need thereof, which comprises administering to the patient an effective amount of the compound of claim 7 .
12 . The method of claim 11 , wherein the headache is migraine headache or cluster headache.
13 . A method for treating headache in a patient in need thereof, which comprises administering to the patient an effective amount of the compound of claim 8 .
14 . The method of claim 13 , wherein the headache is migraine headache or cluster headache.
15 . A pharmaceutical composition which comprises an insert carrier and a compound of claim 7 .
16 . A pharmaceutical composition which comprises an insert carrier and a compound of claim 8 .