Hydrochloric Acid → HCID 86675332, compound

HRID 625077Notes

Reaction equation

HRID 625077 reaction equation
[ClH:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH:10]([NH:30]C(=O)[O-])[C:11]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[C:20]4[CH2:27][S:26](=[O:29])(=[O:28])[CH2:25][C:21]=4[N:22]=[CH:23][N:24]=3)[CH2:15][CH2:14]2)=[O:12])=[CH:5][CH:4]=1>O1CCOCC1.C(Cl)Cl>[ClH:2].[ClH:1].[NH2:30][C@H:10]([CH2:9][C:6]1[CH:7]=[CH:8][C:3]([Cl:2])=[CH:4][CH:5]=1)[C:11]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[C:20]3[CH2:27][S:26](=[O:29])(=[O:28])[CH2:25][C:21]=3[N:22]=[CH:23][N:24]=2)[CH2:15][CH2:14]1)=[O:12]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86675333HCID 86675333, compound

Product 1

HCID 86675332HCID 86675332, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

HCl in dioxane (4M, 2 mL) was added to a solution of 3-(4-chlorophenyl)-1-(4-(6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)piperazin-1-yl)-1-oxopropan-2-ylcarbamate (58 mg, 0.11 mmol) in DCM (10 mL). The mixture was stirred at room temperature for 4 hours, and the solvent was removed to afford (R)-2-amino-3-(4-chlorophenyl)-1-(4-(6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)piperazin-1-yl)propan-1-one dihydrochloride (47 mg, 100%). LCMS: 436.0 [M+H+] (APCI+).

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-71b7388fb59f47d7a633bf74c1137af2
Source dataset
uspto-grants-2016_04
Patent number
US09303040B2

Reaction notes

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