Dichloromethane → HCID 178463545, compound

HRID 717842Notes

Reaction equation

HRID 717842 reaction equation
[Cl:1][C:2]1[C:3]2[N:4]([CH:33]=[N:34][CH:35]=2)[C:5]([N:20]2[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]2)=[C:6]([CH:8]([NH:10][C:11]2[N:19]=[CH:18][N:17]=[C:16]3[C:12]=2[N:13]=[CH:14][NH:15]3)[CH3:9])[CH:7]=1.C(Cl)[Cl:37].O1CCOCC1>Cl>[ClH:1].[ClH:37].[Cl:1][C:2]1[C:3]2[N:4]([CH:33]=[N:34][CH:35]=2)[C:5]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[C:6]([CH:8]([NH:10][C:11]2[N:19]=[CH:18][N:17]=[C:16]3[C:12]=2[N:13]=[CH:14][NH:15]3)[CH3:9])[CH:7]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 312751,4-DioxaneHCID 178463547HCID 178463547, compound

Product 1

HCID 178463545HCID 178463545, compoundYield 199.1%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To tert-butyl 4-{8-chloro-6-[1-(9H-purin-6-ylamino)ethyl]imidazo[1,5-a]pyridin-5-yl}piperazine-1-carboxylate (8.0 mg, 0.016 mmol) in methylene chloride (0.5 mL, 8 mmol), 4.0 M hydrogen chloride in 1,4-dioxane (1.0 mL, 4.0 mmol) was added. The mixture was stirred for 15 minutes. Evaporation gave the desired compound (7.5 mg, 99%). LCMS calculated for C18H21ClN9 (M+H)+: m/z=398.2. found: 397.9.

Workup

  1. customEvaporation

Sources & evidence

ORD record
ord-5d610c4fecc5434d845bde0dea20db9d
Source dataset
uspto-grants-2015_11
Patent number
US09193721B2

Reaction notes

Loading…