Hydrochloric Acid → HCID 59753039, compound

HRID 1909791Notes

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]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]3[O:29][CH:30]=[CH:31][N:32]=3)=[CH:24][CH:23]=2)=[CH:17][CH:16]=1)=O)(C)(C)C.Cl.O1CCOCC1>>[NH: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]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]3[O:29][CH:30]=[CH:31][N:32]=3)=[CH:24][CH:23]=2)=[CH:17][CH:16]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 69001595HCID 69001595, compound

Product 1

HCID 59753039HCID 59753039, compoundYield 89.7%

Procedure

The title compound (15 mg, 80%) was prepared from the product of step 1 (20 mg, 0.05 mmol) and 4M HCl in dioxane (0.12 ml, 0.5 mmol) using the procedure of Example 146, step 4; 1HNMR (400 MHz, CD3OD) δ 8.0 (s, 1H), 7.93 (d, J=38.4 Hz, 2H), 7.34 (d, s, J=8.4 Hz, 3H), 7.19 (d, J=8.8 Hz, 2H), 6.95 (d, J=8.8 Hz, 2H), 4.32 (dd, J=10.4, 3.6 Hz, 1H), 4.10 (m, 1H), 4.32 (m, 2H), 4.10 (m, 1H), 3.94 (s, 2H), 3.36 (m, 2H), 2.25 (m, 1H), 2.10 (m, 2H), 1.90 (m, 1H); LC/MS (APCI+) 90%, 335 (M+1, 100).

Sources & evidence

ORD record: ord-9bc038f0a80a4afdb48541ac444a30b7
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598359B2

Reaction notes

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