HCID 10787310, compound → HCID 10665271, compound

HRID 1274148Notes

Reaction equation

C([O:5][C:6](=[O:30])[C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH:21]=3)[CH2:16][CH2:15]2)=[CH:9][CH:8]=1)(C)(C)C>Cl>[CH:21]1[C:22]2[C:27](=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:28]=[CH:29][C:20]=1[N:17]1[CH2:16][CH2:15][CH:14]([NH:13][C:10]2[CH:9]=[CH:8][C:7]([C:6]([OH:30])=[O:5])=[CH:12][CH:11]=2)[CH2:19][CH2:18]1

Participants

Conditions

Temperature: 25 °C

Procedure

A solution of (8) (0.067 g, 0.17 mmol) in HCl (10 mL, 4M in 1,4-dioxane) was capped with a drying tube and stirred at 25° C. for 12 h. The reaction mixture was concentrated to give a white solid residue (0.065 g, 99%); 1H NMR (DMSO) δ 8.31 (s, 1H), 8.06 (m, 5H), 7.70 (d, 2H, J=8.7), 7.60 (m, 2H), 6.70 (d, 2H, J=8.8), 3.76 (m, 5H), 2.17 (m, 4H); 13C NMR (DMSO) δ 167.4, 151.2, 132.7, 131.2, 129.9, 128.0, 127.8, 127.4, 119.3, 117.4, 111.4, 66.3, 29.0; HRMS (FAB) m/z 347.1770 (M+H)+ (C22H22N2O2 requires 347.1760); Anal. (C22H22N2O2 ·2HCl) C, H, N.

Workup

concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record: ord-d1a1392140354785bebf97c2df1fc859
Source dataset: uspto-grants-2000_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06156758

Reaction notes

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