Hydrochloric Acid → HCID 59752951, compound

HRID 749984Notes

Reaction equation

HRID 749984 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]([C:21](=[O:29])[CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.Cl>O1CCOCC1>[C:23]1([CH2:22][C: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)=[O:29])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68998684HCID 68998684, compound

Product 1

HCID 59752951HCID 59752951, compoundYield 112.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the product from step 1 (51 mg, 0.129 mmol) was added 4M HCl in dioxane (6 mL) and the resulting mixture was stirred at rt for 3 h. The solvent was removed in vacuo to obtain the title product as a yellow solid (43 mg, 99%): MS; m/z 296 (M+H): LCMS (UV) 99%. 1H NMR (400 MHz, DMSO-d6) δ 1.72-1.77 (m, 1H), 1.87-2.01 (m, 2H), 2.11-2.15 (m, 1H), 3.21-3.23 (m, 2H), 3.91-3.93 (m, 1H), 4.22-4.27 (dd, 1H J1=8, J2=10.8 Hz), 4.33-4.37 (dd, 1H J1=4 Hz, J2=10.8 Hz), 4.33 (s, 2H), 7.09 (d, 2H, J=9.2 Hz), 7.20-7.33 (m, 4H); 8.05 (d, 2H, J=9.2 Hz), 9.1 (s, 1H), 9.6 (s, 1H).

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-15982920ca6f439aadb35460bfc054bf
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

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