5-Methoxyisatin → HCID 86731086, compound

HRID 1844418Notes

Reaction equation

HRID 1844418 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][O:20]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]([O:20][CH3:19])=[CH:7][CH:6]=2

Participants

3

Reactant 2

HCID 383335-MethoxyisatinHCID 86731081HCID 86731081, compound

Product 1

HCID 86731086HCID 86731086, compound

Procedure

Intermediate 27 was prepared as a white powder following the procedure described for Intermediate 16 by replacing indoline-2,3-dione with 5-methoxyindoline-2,3-dione. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.20 (1 H, s), 10.22 (1 H, br. s.), 7.27 (1H, d, J=8.8 Hz), 7.04 (1H, dd, J=9.1, 2.5 Hz), 6.82 (1 H, d, J=2.5 Hz), 4.41 (2 H, q, J=7.1 Hz), 3.32 (3 H, s), 1.35 (3 H, t, J=7.1 Hz). LC-MS (ESI) m/z 264.0 (M+H), RT=1.64 min (Method B).

Sources & evidence

ORD record
ord-d1f03fa6777b48d08728494bf7b46903
Source dataset
uspto-grants-2015_02
Patent number
US08946430B2

Reaction notes

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