Ammonia → HCID 22254564, compound

HRID 1611684Notes

Reaction equation

HRID 1611684 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[OH:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]=[C:20](C)[CH:19]=[CH:18]2.[NH3:24]>>[CH3:4][CH:3]([O:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]=[C:20]([NH2:24])[CH:19]=[CH:18]2)[CH2:2][CH2:11][CH2:10][O:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 132242-Methyl-8-hydroxyquinolineHCID 1354268667-Hydroxyquinoline

Product 1

HCID 22254564HCID 22254564, compound

Procedure

The title compound was prepared according to the procedure described in Example 86 substituting 7-hydroxyquinoline for 8-hydroxyquinaldine. 1H NMR (500 MHz, CDCl3) δ ppm 8.99 (br d, 1H), 8.61 (d, 1H), 7.88 (d, 1H), 7.83 (d, 1H), 7.77 (d, 1H), 7.65 (dd, 1H), 7.30 (m, 2H), 7.19 (m, 1H), 7.14 (d, 1H), 7.01 (d, 1H), 4.73 (m, 1H), 4.22–4.42 (m, 2H), 2.19 (m, 2H), 2.00 (m, 2H), 1.48 (d, 3H); MS (DCI/NH3) m/z 373 [M+H]+.

Sources & evidence

ORD record
ord-fec77360869547c8a4a5485b24dcfa5d
Source dataset
uspto-grants-2006_01
Patent number
US06989392B2

Reaction notes

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