Hydrochloric Acid → HCID 24950908, compound

HRID 625079Notes

Reaction equation

HRID 625079 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C@@H:10]([NH:31]C(=O)OC(C)(C)C)[C:11]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[C:20]4[CH:27]([CH3:28])[S:26](=[O:30])(=[O:29])[CH2:25][C:21]=4[N:22]=[CH:23][N:24]=3)[CH2:15][CH2:14]2)=[O:12])=[CH:5][CH:4]=1>C(Cl)Cl.CO>[NH2:31][C@H:10]([CH2:9][C:6]1[CH:5]=[CH:4][C:3]([Cl:2])=[CH:8][CH:7]=1)[C:11]([N:13]1[CH2:18][CH2:17][N:16]([C:19]2[C:20]3[CH:27]([CH3:28])[S:26](=[O:30])(=[O:29])[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 67459816HCID 67459816, compound

Product 1

HCID 24950908HCID 24950908, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

HCl (4M, 1 mL) was added to a solution of (2R)-tert-butyl 3-(4-chlorophenyl)-1-(4-(5-methyl-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)piperazin-1-yl)-1-oxopropan-2-ylcarbamate (0.10 g, 0.18 mmol) in DCM (5 mL) and MeOH (1 mL). The mixture was stirred at room temperature for 6 hours. The solvent was removed to afford (2R)-2-amino-3-(4-chlorophenyl)-1-(4-(5-methyl-6,6-dioxido-5,7-dihydrothieno[3,4-d]pyrimidin-4-yl)piperazin-1-yl)propan-1-one as the di-hydrochloride salt. LCMS: 450.1 [M+H+] (APCI+).

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-4f04bd8645f24b15830d2e7390e06f25
Source dataset
uspto-grants-2016_04
Patent number
US09303040B2

Reaction notes

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