Phenylacetaldehyde → HCID 178521024, compound

HRID 931258Notes

Reaction equation

HRID 931258 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.[C:24]1([CH2:30][CH:31]=O)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH2:30]([C:31]1[NH:1][C:2]2=[N:7][C:6]([N:8]3[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]3)=[CH:5][CH:4]=[C:3]2[N:21]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 998PhenylacetaldehydeHCID 89853768(R)-(1-(6-amino-5-nitropyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone

Product 1

HCID 178521024HCID 178521024, compound

Procedure

(R)-(1-(2-Benzyl-3H-imidazo[4,5-b]pyridin-5-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone was prepared by a method analogous to the one used for Example 163, Step 1 at a temperature of 120° C. using (R)-(1-(6-amino-5-nitropyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone and 2-phenylacetaldehyde. MS (ES+APCI) (M+H) 390.1; LCMS retention time 3.859 min (Method I).

Workup

  1. customused for Example 163, Step 1 at a temperature of 120° C.

Sources & evidence

ORD record
ord-f82a6e4805fe4f058022ee8a5548f823
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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