Hydrochloric Acid → HCID 68998437, compound

HRID 750004Notes

Reaction equation

HRID 750004 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][C:7]2[CH:26]=[CH:25][C:10]([O:11][CH2:12][C@@H:13]3[CH2:18][CH2:17][CH2:16][CH2:15][N:14]3[CH2:19][C:20]3[O:24][N:23]=[CH:22][N:21]=3)=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.Cl>C(OCC)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]2[CH:26]=[CH:25][C:10]([O:11][CH2:12][C@@H:13]3[CH2:18][CH2:17][CH2:16][CH2:15][N:14]3[CH2:19][C:20]3[O:24][N:23]=[CH:22][N:21]=3)=[CH:9][CH:8]=2)=[CH:27][CH:28]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 16061524HCID 16061524, compound

Product 1

HCID 68998437HCID 68998437, compoundYield 171.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To the product from step 1 (60 mg, 0.15 mmol) was added 2M HCl in diethyl ether (6 mL) and the resulting mixture was stirred at rt for 0.5 h. The solvent was removed in vacuo to obtain the title product as a solid (56 mg, 82%). MS; m/z 400 (M+H): LCMS (UV) 95%; 1H NMR (400 MHz, DMSO-d6) δ 1.5-2.04 (m, 6H), 3.2-3.25 (m, 1H), 3.43-3.5 (m, 1H), 3.63-3.68 (m, 1H), 4.4 (s, 2H), 4.73 (s, 2H), 6.94 (d, 2H J=9.2 Hz), 7.06 (s, 4H) 7.4 (d, 2H J=8.8 Hz), 9.91 (s, 1H)

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-89cc91ebec154dbdafb000c79f5e55b1
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

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