(3-bromobiphenyl-4-yl)propynoic Acid → 3-(3-Bromobiphenyl-4-yl)propynoic acid-[3-chloro-4-(2-pyrrolidin-1-ylethyl)phenyl]amide

HRID 735161Notes

Reaction equation

HRID 735161 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:5]=[CH:6][C:7]=1[C:8]#[C:9][C:10]([OH:12])=O.[Cl:19][C:20]1[CH:21]=[C:22]([NH2:33])[CH:23]=[CH:24][C:25]=1[CH2:26][CH2:27][N:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1>>[Cl:19][C:20]1[CH:21]=[C:22]([NH:33][C:10](=[O:12])[C:9]#[C:8][C:7]2[CH:6]=[CH:5][C:4]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[CH:3][C:2]=2[Br:1])[CH:23]=[CH:24][C:25]=1[CH2:26][CH2:27][N:28]1[CH2:29][CH2:30][CH2:31][CH2:32]1

Participants

3

Reactant 2

HCID 68818231(3-bromobiphenyl-4-yl)propynoic AcidHCID 688184303-Chloro-4-(2-pyrrolidin-1-ylethyl)phenylamine

Product 1

HCID 578458103-(3-Bromobiphenyl-4-yl)propynoic acid-[3-chloro-4-(2-pyrrolidin-1-ylethyl)phenyl]amide

Procedure

Prepared analogously to Example 2.3.f. from (3-bromobiphenyl-4-yl)propynoic acid and 3-chloro-4-(2-pyrrolidin-1-ylethyl)phenylamine. Yield: 140 mg (27.2% of theory); C27H24BrClN201 (M=507.84); calc.: molecular ion peak (M+H)+: 507/09/11; found: molecular ion peak (M+H)+: 507/09/11.

Workup

  1. customPrepared analogously to Example 2.3.f

Sources & evidence

ORD record
ord-5d4344d3629d455fb5efa30dabadbe67
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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