4-Bromophenylhydrazine → HCID 86719433, compound

HRID 2278692Notes

Reaction equation

[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[Br:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][NH2:18])=[CH:13][CH:12]=1.[C:19]([CH2:21][C@@H:22]1N(C2C=CC(OC)=CC=2)N=[C:24](C2C=CC(C#N)=CC=2)[C@H:23]1C)#[N:20]>>[Br:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C@@H:22]([CH2:21][C:19]#[N:20])[C@H:23]([CH3:24])[C:6]([C:5]3[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=3)=[N:18]2)=[CH:13][CH:12]=1

Participants

Reactant 3

HCID 121584-Bromophenylhydrazine

HCID 680234-Fluorobenzaldehyde

HCID 86719434HCID 86719434, compound

Product 1

HCID 86719433HCID 86719433, compound

Procedure

2-((4S,5S)-1-(4-Bromophenyl)-3-(4-fluorophenyl)-4-methyl-4,5-dihydro-1H-pyrazol-5-yl)acetonitrile was prepared from 4-fluorobenzaldehyde and (4-bromophenyl)hydrazine following the procedure for the preparation of 4-((4S,5S)-5-(cyanomethyl)-1-(4-methoxyphenyl)-4-methyl-4,5-dihydro-1H-pyrazol-3-yl)benzonitrile (example 91G). LC-MS [M+H] 372, 374.

Sources & evidence

ORD record: ord-0d01f35c51234f4582575e5b133187ed
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09133163B2

Reaction notes

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