Hydrochloric Acid → HCID 24782815, compound

HRID 82363Notes

Reaction equation

HRID 82363 reaction equation
[Cl:1][C:2]1[CH:37]=[CH:36][C:5]([CH2:6][CH:7]([C:17]([N:19]2[CH2:24][CH2:23][N:22]([C:25]3[C:26]4[C@H:33]([CH3:34])[CH2:32][CH2:31][C:27]=4[N:28]=[CH:29][N:30]=3)[C@@H:21]([CH3:35])[CH2:20]2)=[O:18])[CH2:8][NH:9]C(=O)OC(C)(C)C)=[CH:4][C:3]=1[F:38].[ClH:39]>C(Cl)Cl>[ClH:1].[ClH:39].[NH2:9][CH2:8][CH:7]([CH2:6][C:5]1[CH:36]=[CH:37][C:2]([Cl:1])=[C:3]([F:38])[CH:4]=1)[C:17]([N:19]1[CH2:24][CH2:23][N:22]([C:25]2[C:26]3[C@H:33]([CH3:34])[CH2:32][CH2:31][C:27]=3[N:28]=[CH:29][N:30]=2)[C@@H:21]([CH3:35])[CH2:20]1)=[O:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67338680tert-butyl 2-(4-chloro-3-fluorobenzyl)-3-((S)-3-methyl-4-((R)-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-oxopropylcarbamate

Product 1

HCID 24782815HCID 24782815, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 2-(4-chloro-3-fluorobenzyl)-3-((S)-3-methyl-4-((R)-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)-3-oxopropylcarbamate was treated with HCl (4M in dioxane, 2 mL) in DCM (5 mL) for 6 hours to provide 2-(aminomethyl)-3-(4-chloro-3-fluorophenyl)-1-((S)-3-methyl-4-((R)-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1-yl)propan-1-one dihydrochloride (50 mg, 99%). MS (APCI+) [M+H]+446.

Sources & evidence

ORD record
ord-090e6baba4824ee09fd88c75cf83c73b
Source dataset
uspto-grants-2014_09
Patent number
US08846681B2

Reaction notes

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