Hydrochloric Acid → ((R)-1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)((S)-3-hydroxypyrrolidin-1-yl)methanone dihydrochloride

HRID 931096Notes

Reaction equation

HRID 931096 reaction equation
[ClH:1].Cl.[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([N:11]2[CH2:16][CH2:15][CH2:14][C@@H:13]([C:17]([N:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)=[O:18])[CH2:12]2)=[N:8][C:9]=1[NH2:10].N1CC[C@H]([OH:29])C1.Cl>CO>[ClH:1].[ClH:1].[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([N:11]2[CH2:16][CH2:15][CH2:14][C@@H:13]([C:17]([N:19]3[CH2:23][CH2:22][C@H:21]([OH:29])[CH2:20]3)=[O:18])[CH2:12]2)=[N:8][C:9]=1[NH2:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2733874(3S)-pyrrolidin-3-olHCID 89854051(R)-(1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride

Product 1

HCID 117966358((R)-1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)((S)-3-hydroxypyrrolidin-1-yl)methanone dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared by a method analogous to the one used for Intermediate 1, but using (S)-pyrrolidin-3-ol instead of pyrrolidine for Step 1 and a hydrogen chloride solution in methanol (1.25 M) for Step 2. MS (ES+) (M+H) 306.1; LCMS retention time: 0.26 minutes (Method M).

Sources & evidence

ORD record
ord-c4f3bf3b5e9140b7b3be2d11f717301e
Source dataset
uspto-grants-2016_03
Patent number
US09296745B2

Reaction notes

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