HCID 135410969, compound → HCID 135411001, compound

HRID 601407Notes

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](=[O:42])(=[O:41])[NH:30]C(OCC3C=CC=CC=3)=O)=[CH:27][C:21]=2[S:20](=[O:44])(=[O:43])[N:19]=1>CO.[Pd]>[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]([NH2:30])(=[O:42])=[O:41])=[CH:27][C:21]=2[S:20](=[O:43])(=[O:44])[N:19]=1

Participants

Conditions

Temperature: 25 °C

Procedure

A solution of the product of Example 436 (40 mg, 0.0625 mmol) in methanol (5 mL) was treated with 10% palladium on carbon (20 mg), and stirred at 25° C. for 5 hours under hydrogen atmosphere. The resulting solution was then filtered and the filtrate concentrated under reduced pressure to provide the title compound (25 mg, 78%). MS (ESI−) m/z 505 (M−H)−. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.98 (d, J=6.3 Hz, 6H), 1.57 (m, 2H), 1.66 (m, 1H), 4.42 (m, 2H), 7.38 (m, 1H), 7.43 (m, 2H), 7.59 (m, 1H), 8.52 (m, 1H), 8.82 (bs, 1H), 9.99 (bs, 1H).

Workup

filtrationThe resulting solution was then filtered
concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record: ord-dbaad722343349bdbe9943fb172c3ffd
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07902203B2

Reaction notes

Loading…