Ammonia → HCID 44545545, compound

Reaction equation

[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7](Cl)=[N:8][OH:9].[C:12]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)#[CH:13].N>>[Cl:1][C:2]1[CH:11]=[C:6]([C:7]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[O:9][N:8]=2)[CH:5]=[N:4][CH:3]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 5226271-Ethynyl-4-fluorobenzene

HCID 866368495-Chloro-N-hydroxynicotinimidoyl chloride

Product 1

HCID 44545545HCID 44545545, compound

Procedure

The titled compound was prepared according to Method CB using the product of Example 69B (57 mg, 0.3 mmol) and 1-ethynyl-4-fluorobenzene (Aldrich, 36 mg, 0.3 mmol). 1H NMR (300 MHz, DMSO-d6) δ 7.41-7.57 (m, 2H), 7.76 (s, 1H), 7.90-8.05 (m, 2H), 8.43 (t, J=2.2 Hz, 1H), 8.80 (d, J=2.4 Hz, 1H), 9.08 (d, J=1.6 Hz, 1H) ppm; MS (DCI/NH3) m/z 275 (M+H)+, 277 (M+H)+.

Sources & evidence

ORD record: ord-594ff037e0384aa58d8ca670d93de0d7
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08383658B2

Reaction notes

Loading…