Hydrochloric Acid → (R)-(3-Aminopiperidin-1-yl)(2-(1-(cyclopropylmethyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)-7-methoxy-1-methyl-1H-benzo[d]imidazol-5-yl)methanone, hydrochloride

HRID 2275047Notes

Reaction equation

HRID 2275047 reaction equation
[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([C:10]2[CH:32]=[C:31]([O:33][CH3:34])[C:13]3[N:14]([CH3:30])[C:15]([C:17]4[N:25]([CH2:26][CH:27]5[CH2:29][CH2:28]5)[C:20]5=[N:21][CH:22]=[CH:23][CH:24]=[C:19]5[CH:18]=4)=[N:16][C:12]=3[CH:11]=2)=[O:9])[CH2:3]1.[ClH:35]>C(Cl)Cl>[ClH:35].[NH2:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([C:10]2[CH:32]=[C:31]([O:33][CH3:34])[C:13]3[N:14]([CH3:30])[C:15]([C:17]4[N:25]([CH2:26][CH:27]5[CH2:29][CH2:28]5)[C:20]5=[N:21][CH:22]=[CH:23][CH:24]=[C:19]5[CH:18]=4)=[N:16][C:12]=3[CH:11]=2)=[O:9])[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 73052939(R)-(3-Aminopiperidin-1-yl)(2-(1-(cyclopropylmethyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)-7-methoxy-1-methyl-1H-benzo[d]imidazol-5-yl)methanone

Product 1

HCID 131733420(R)-(3-Aminopiperidin-1-yl)(2-(1-(cyclopropylmethyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)-7-methoxy-1-methyl-1H-benzo[d]imidazol-5-yl)methanone, hydrochlorideYield 108.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-(3-Aminopiperidin-1-yl)(2-(1-(cyclopropylmethyl)-1H-pyrrolo[2,3-b]pyridin-2-yl)-7-methoxy-1-methyl-1H-benzo[d]imidazol-5-yl)methanone (2.2 g) was dissolved in a minimum volume of DCM and HCl (2M in diethyl ether) (2.4 ml, 4.80 mmol) added to the solution. The resulting suspension was sonicated for 2 minutes and the solution concentrated under vacuum to afford the title compound as a white solid (2.57 g)

Workup

  1. additionadded to the solution
  2. customThe resulting suspension was sonicated for 2 minutes
  3. concentrationthe solution concentrated under vacuum

Sources & evidence

ORD record
ord-c0e148a1182b463480ff2f477788180c
Source dataset
uspto-grants-2015_09
Patent number
US09127003B2

Reaction notes

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