5-Methylisatin → HCID 54741618, compound

HRID 1844413Notes

Reaction equation

HRID 1844413 reaction equation
[OH:1][C:2]1[C:3](=[O:18])[N:4](C)[C:5]2[C:10]([C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:19]C1C=C2C(=CC=1)NC(=O)C2=O>>[OH:1][C:2]1[C:3](=[O:18])[NH:4][C:5]2[C:10]([C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:9][C:8]([CH3:19])=[CH:7][CH:6]=2

Participants

3

Reactant 2

HCID 118405-MethylisatinHCID 86731081HCID 86731081, compound

Product 1

HCID 54741618HCID 54741618, compound

Procedure

Intermediate 17 was prepared as a white powder following the procedure described for Intermediate 16 by replacing indoline-2,3-dione with 5-methylindoline-2,3-dione. 1H NMR (400 MHz, chloroform-d) δ ppm 11.23 (1 H, br. s.), 9.64 (1 H, br. s.), 7.83 (1 H, s), 7.01-7.56 (2 H, m), 4.58 (2 H, q, J=7.1 Hz), 2.43 (4 H, s), 1.51 (3 H, t, J=7.1 Hz). LC-MS (ESI) m/z 247.9 (M+H), RT=1.76 min (Method B)

Sources & evidence

ORD record
ord-a07e8563d4b34675be36c910ab468240
Source dataset
uspto-grants-2015_02
Patent number
US08946430B2

Reaction notes

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