2-Oxa-6-azaspiro[3.3]heptane → 6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid [4-(2-oxa-6-aza-spiro[3.3]heptane-6-carbonyl)-pyridin-3-yl]-amide

HRID 467715Notes

Reaction equation

HRID 467715 reaction equation
[CH2:1]1[C:4]2([CH2:7][NH:6][CH2:5]2)[CH2:3][O:2]1.[CH:8]1([C:11]2[N:16]=[C:15]([C:17]([NH:19][C:20]3[CH:28]=[N:27][CH:26]=[CH:25][C:21]=3[C:22](O)=[O:23])=[O:18])[C:14]([NH:29][C:30]3[CH:31]=[N:32][CH:33]=[N:34][CH:35]=3)=[CH:13][CH:12]=2)[CH2:10][CH2:9]1>>[CH2:1]1[C:4]2([CH2:7][N:6]([C:22]([C:21]3[CH:25]=[CH:26][N:27]=[CH:28][C:20]=3[NH:19][C:17]([C:15]3[C:14]([NH:29][C:30]4[CH:31]=[N:32][CH:33]=[N:34][CH:35]=4)=[CH:13][CH:12]=[C:11]([CH:8]4[CH2:10][CH2:9]4)[N:16]=3)=[O:18])=[O:23])[CH2:5]2)[CH2:3][O:2]1

Participants

3

Reactant 2

HCID 231118872-Oxa-6-azaspiro[3.3]heptaneHCID 700980543-{[6-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid

Product 1

HCID 585484086-Cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid [4-(2-oxa-6-aza-spiro[3.3]heptane-6-carbonyl)-pyridin-3-yl]-amideYield 9%

Procedure

According to the general method described in step 3 of example 53, reaction of 2-oxa-6-aza-spiro[3.3]heptane with 3-{[6-cyclopropyl-3-(pyrimidin-5-ylamino)-pyridine-2-carbonyl]-amino}-isonicotinic acid provided the title compound (9%) as amorphous off-white solid.

Sources & evidence

ORD record
ord-486833f2e2a54c82b10b3000a13f5167
Source dataset
uspto-grants-2014_01
Patent number
US08623866B2

Reaction notes

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