5-Cyanopyridine-2-carboxylic acid → HCID 71059625, compound

HRID 1525187Notes

Reaction equation

HRID 1525187 reaction equation
[F:1][C:2]1([F:24])[C@@:7]2([C:21]3[C:16](=[CH:17][CH:18]=[C:19]([NH2:22])[CH:20]=3)[O:15][C@:9]3([CH2:14][CH2:13][CH2:12][O:11][CH2:10]3)[CH2:8]2)[N:6]=[C:5]([NH2:23])[O:4][CH2:3]1.[C:25]([C:27]1[CH:28]=[CH:29][C:30]([C:33](O)=[O:34])=[N:31][CH:32]=1)#[N:26]>>[NH2:23][C:5]1[O:4][CH2:3][C:2]([F:1])([F:24])[C@:7]2([N:6]=1)[C:21]1[C:16](=[CH:17][CH:18]=[C:19]([NH:22][C:33]([C:30]3[CH:29]=[CH:28][C:27]([C:25]#[N:26])=[CH:32][N:31]=3)=[O:34])[CH:20]=1)[O:15][C@:9]1([CH2:14][CH2:13][CH2:12][O:11][CH2:10]1)[CH2:8]2

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 86674115HCID 86674115, compound2×

Product 1

HCID 71059625HCID 71059625, compoundYield 64%

Procedure

The condensation of (2′R,4R)-5,5-difluoro-5,5″,6,6″-tetrahydro-4″H-dispiro[1,3-oxazine-4,4′-chromene-2′,3″-pyran]-2,6′-diamine (intermediate B7.5) and 5-cyanopicolinic acid yielded the title compound (64% yield) as a yellow solid. MS (ISP): m/z=470.3 [M+H]+.

Sources & evidence

ORD record
ord-32eb7c4fb7f94725acb9b48ad9d55bd0
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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