3-(Dimethylamino)pyrrolidine → 6-Cyclopropyl-N-[4-(3-dimethylamino-pyrrolidine-1-carbonyl)-pyridin-3-yl]-3-(pyrimidin-5-ylamino)-pyridine-2-carboximidic acid

HRID 467677Notes

Reaction equation

HRID 467677 reaction equation
[CH3:1][N:2]([CH3:8])[CH:3]1[CH2:7][CH2:6][NH:5][CH2:4]1.[CH:9]1([C:12]2[N:17]=[C:16]([C:18]([NH:20][C:21]3[CH:29]=[N:28][CH:27]=[CH:26][C:22]=3[C:23](O)=[O:24])=[O:19])[C:15]([NH:30][C:31]3[CH:32]=[N:33][CH:34]=[N:35][CH:36]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10]1>>[CH:9]1([C:12]2[N:17]=[C:16]([C:18](=[N:20][C:21]3[CH:29]=[N:28][CH:27]=[CH:26][C:22]=3[C:23]([N:5]3[CH2:6][CH2:7][CH:3]([N:2]([CH3:8])[CH3:1])[CH2:4]3)=[O:24])[OH:19])[C:15]([NH:30][C:31]3[CH:32]=[N:33][CH:34]=[N:35][CH:36]=3)=[CH:14][CH:13]=2)[CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 27585193-(Dimethylamino)pyrrolidineHCID 700980543-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid

Product 1

HCID 1784829446-Cyclopropyl-N-[4-(3-dimethylamino-pyrrolidine-1-carbonyl)-pyridin-3-yl]-3-(pyrimidin-5-ylamino)-pyridine-2-carboximidic acidYield 13%

Procedure

According to the general method described above (step 3), reaction of 3-dimethylamino-pyrrolidine with 3-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid provided the title compound (13%) as sticky yellow solid

Sources & evidence

ORD record
ord-d200c9cdf15a4796a17503409a5d4c82
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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