Hydrochloric Acid → HCID 68712079, compound

HRID 1442570Notes

Reaction equation

HRID 1442570 reaction equation
[ClH:1].[NH2:2][C:3]1[C:4]2[N:5]([C:9]([CH:20]3[CH2:25][CH2:24][N:23](C(OCC4C=CC=CC=4)=O)[CH2:22][CH2:21]3)=[N:10][C:11]=2[C:12]#[C:13][C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[CH:6]=[CH:7][N:8]=1>>[ClH:1].[NH:23]1[CH2:22][CH2:21][CH:20]([C:9]2[N:5]3[CH:6]=[CH:7][N:8]=[C:3]([NH2:2])[C:4]3=[C:11]([C:12]#[C:13][C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[N:10]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 24758953HCID 24758953, compound

Product 1

HCID 68712079HCID 68712079, compoundYield 122.8%

Procedure

Concentrated HCl (10 mL, 10M, 0.3 mol) was added to benzyl 4-(8-amino-1-(pyridin-3-ylethynyl)imidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate (650 mg, 0.0014 mol) and the mixture was left to stir at rt overnight prior to dilution with with water (30 mL) and washing with diethyl ether (3×20 mL). The aqueous layer was concentrated in vacuo, to afford 3-piperidin-4-yl-1-(pyridin-3-ylethynyl)imidazo[1,5-a]pyrazin-8-amine hydrochloride (610 mg, 99%).

Workup

  1. waitthe mixture was left
  2. washto dilution with with water (30 mL) and washing with diethyl ether (3×20 mL)
  3. concentrationThe aqueous layer was concentrated in vacuo

Sources & evidence

ORD record
ord-d587f3fd63a84d9f9c64e82255a688f7
Source dataset
uspto-grants-2010_02
Patent number
US07659274B2

Reaction notes

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