Benzeneacetic acid, hydrazide → HCID 178515406, compound

HRID 1158630Notes

Reaction equation

HRID 1158630 reaction equation
[Br:1][C:2]1[N:11]=[C:10]([C:12]#[N:13])[C:9]([OH:14])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[C:15]1([CH2:21][C:22]([NH:24][NH2:25])=O)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[CH2:21]([C:22]1[NH:13][C:12]([C:10]2[C:9]([OH:14])=[C:8]3[C:3]([CH:4]=[CH:5][CH:6]=[N:7]3)=[C:2]([Br:1])[N:11]=2)=[N:25][N:24]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 70301Benzeneacetic acid, hydrazideHCID 866131155-Bromo-8-hydroxy-1,6-naphthyridine-7-carbonitrile

Product 1

HCID 178515406HCID 178515406, compound

Procedure

The title compound was prepared in a similar manner to that described in example 1 from 5-bromo-8-hydroxy-1,6-naphthyridine-7-carbonitrile (100 mg, 0.40 mmol) and phenylacetic hydrazide (120 mg, 0.80 mmol) to give a yellow solid (102 mg, 67%). 1H NMR (CDCl3/CD3OD): δ 9.03 (d, J=2.8 Hz, 1 H), 8.46 (d, J=8.0 Hz, 1 H), 7.62 (dd, J=8.4, 4.0 Hz, 1 H), 7.28-7.16 (m, 5 H), 4.12 (s, 2 H); MS m/z 382 (M+1).

Sources & evidence

ORD record
ord-e2ba3b7e5b8f423b8b7977f30ffc0e6e
Source dataset
uspto-grants-2010_10
Patent number
US07812016B2

Reaction notes

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