Hydrochloric Acid → HCID 59753058, compound

HRID 1909667Notes

Reaction equation

HRID 1909667 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.Cl>O1CCOCC1>[C:22]1([NH:21][C:18]2[CH:19]=[CH:20][C:15]([O:14][CH2:13][C@H:9]3[CH2:10][CH2:11][CH2:12][NH:8]3)=[CH:16][CH:17]=2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68999539HCID 68999539, compound

Product 1

HCID 59753058HCID 59753058, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the product from step 1 (155 mg, 0.421 mmol) was added 4M HCl in dioxane (6 mL) and the resulting mixture was stirred at rt for 2 h. The solvent was removed in vacuo to obtain the title product as a solid (104 mg, 72%); MS; m/z 268 (M+H): LCMS (UV) 99%; 1H NMR (400 MHz, CD3OD) δ 1.86-1.96 (m, 1H), 2.06-2.18 (m, 2H), 2.23-2.31 (m, 1H), 3.32-3.39 (m, 2H), 3.99-4.12 (m, 2H), 4.30-4.33 (m, 1H), 6.92-7.01 (m, 3H), 7.07 (d, 2H, J=7.6 Hz), 7.16 (d, 2H, J=8.4 Hz); 7.26 (t, 2H, J=15.2 Hz)

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-e78a66c65b6a44a1be1a9a6cedd23840
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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