Hydrochloric Acid → HCID 67001858, compound

HRID 2191565Notes

Reaction equation

HRID 2191565 reaction equation
[OH:1][C:2]([C:5]1([NH:10][C:11]([C:13]2[C:21]3[C:16](=[N:17][CH:18]=[C:19]([CH:22]4[CH2:24][CH2:23]4)[N:20]=3)[NH:15][CH:14]=2)=[O:12])[CH2:9][CH2:8][NH:7][CH2:6]1)([CH3:4])[CH3:3].[ClH:25]>CO>[ClH:25].[OH:1][C:2]([C:5]1([NH:10][C:11]([C:13]2[C:21]3[C:16](=[N:17][CH:18]=[C:19]([CH:22]4[CH2:23][CH2:24]4)[N:20]=3)[NH:15][CH:14]=2)=[O:12])[CH2:9][CH2:8][NH:7][CH2:6]1)([CH3:4])[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54755625HCID 54755625, compound

Product 1

HCID 67001858HCID 67001858, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [3-(1-hydroxy-1-methyl-ethyl)-pyrrolidin-3-yl]-amide (37 mg, 0.11 mmol) in MeOH (0.3 mL) at 0° C. was added HCl (1.0 M in MeOH, 0.17 mL, 0.17 mmol). The reaction mixture was stirred at room temperature for 5 min then concentrated. The residue was triturated with Et2O to afford 34 mg (92%) of 2-cyclopropyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid [3-(1-hydroxy-1-methyl-ethyl)-pyrrolidin-3-yl]-amide hydrochloride as a yellow solid. MS: (M+H)+=330; mp=200.0-203.0.

Workup

  1. concentrationthen concentrated
  2. customThe residue was triturated with Et2O

Sources & evidence

ORD record
ord-56c456f255fe40f9b5b0f4bfc644b4fe
Source dataset
uspto-grants-2012_12
Patent number
US08329699B2

Reaction notes

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