HCID 136358516, compound → HCID 136043752, compound

HRID 601412Notes

Reaction equation

[OH:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:4](=[O:17])[C:3]=1[C:18]1[NH:23][C:22]2[CH:24]=[CH:25][C:26]([NH:28][S:29]([NH:32][CH:33]3[CH2:38][CH2:37][N:36](C(OC(C)(C)C)=O)[CH2:35][CH2:34]3)(=[O:31])=[O:30])=[CH:27][C:21]=2[S:20](=[O:47])(=[O:46])[N:19]=1>Cl.O1CCOCC1>[OH:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH:14]([CH3:15])[CH3:16])[C:4](=[O:17])[C:3]=1[C:18]1[NH:23][C:22]2[CH:24]=[CH:25][C:26]([NH:28][S:29]([NH:32][CH:33]3[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)(=[O:31])=[O:30])=[CH:27][C:21]=2[S:20](=[O:47])(=[O:46])[N:19]=1

Participants

Conditions

Temperature: 25 °C

Procedure

The product of Example 446A (0.012 g, 0.017 mmol) was dissolved in the solution of hydrogen chloride in 1,4-dioxane (4 N, 3 mL). The mixture was stirred at 25° C. for 18 hours. The solvent was removed under reduced pressure to give the title compound as its hydrochloride salt (10 mg, 92%). 1H NMR (300 MHz, DMSO-d6) δ 0.99 (d, J=6.25 Hz, 6 H) 1.70 (m, 7 H) 2.95 (m, 2 H) 3.16 (m, 3 H) 4.49 (m, 2 H) 7.50 (m, 2 H) 7.63 (d, J=2.21 Hz, 1 H) 7.73 (d, J=9.19 Hz, 1 H) 8.17 (d, J=7.35 Hz, 1 H) 8.52 (m, 1 H) 8.56 (dd, J=7.91, 1.65 Hz, 1 H) 8.75 (m, 1 H) 8.90 (dd, J=4.60, 1.65 Hz, 1 H) 10.34 (s, 1 H) 14.08 (s, 1 H). MS (ESI−) m/z 588 (M−H)−.

Workup

customThe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-46e11c6662c34998a43538fe1f6e9996
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07902203B2

Reaction notes

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