Ammonia → HCID 9976094, compound

HRID 1611687Notes

Reaction equation

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

Participants

Reactant 3

HCID 222Ammonia

HCID 5147Salicylamide

HCID 88068Methyl 3-Hydroxybenzoate

Product 1

HCID 9976094HCID 9976094, compound

Procedure

The title compound was prepared according to the procedure described in Example 92 substituting salicylamide for methyl 3-hydroxybenzoate. 1H NMR (500 MHz, DMSO-d6) δ ppm 7.76 (dd, 1H), 7.35–7.58 (m, 6H), 7.10 (d, 1H), 7.01 (m, 1H), 4.87 (m, 1H), 4.18 (m, 2H), 1.84–2.05 (m, 4H), 1.40 (d, 3H); MS (DCI/NH3) m/z 366 [M+H]+.

Sources & evidence

ORD record: ord-4be5f22add7942d1b2f08f4733afdc6d
Source dataset: uspto-grants-2006_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06989392B2

Reaction notes

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