6-Bromopyridine-2-carbaldehyde → HCID 117966330, compound

HRID 931240Notes

Reaction equation

HRID 931240 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]([N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:15])[CH2:9]2)[CH:5]=[CH:4][C:3]=1[N+:21]([O-])=O.[Br:24][C:25]1[N:30]=[C:29]([CH:31]=O)[CH:28]=[CH:27][CH:26]=1>>[Br:24][C:25]1[N:30]=[C:29]([C:31]2[NH:21][C:3]3[C:2]([N:1]=2)=[N:7][C:6]([N:8]2[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]([N:16]4[CH2:20][CH2:19][CH2:18][CH2:17]4)=[O:15])[CH2:9]2)=[CH:5][CH:4]=3)[CH:28]=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 27570096-Bromopyridine-2-carbaldehydeHCID 89853768(R)-(1-(6-amino-5-nitropyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone

Product 1

HCID 117966330HCID 117966330, compound

Procedure

(R)-(1-(2-(6-Bromopyridin-2-yl)-1H-imidazo[4,5-b]pyridin-5-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone was prepared using a method analogous to the one used for Example 112, but using (R)-(1-(6-amino-5-nitropyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone and 6-bromopicolinaldehyde as starting materials. MS (ES+APCI) (M+H) 455.0; LCMS retention time 3.238 min (Method C1).

Sources & evidence

ORD record
ord-eb3152cb491543a29f8516d012cfb09b
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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