2-Methoxybenzoyl chloride → HCID 135921467, compound

HRID 2189224Notes

Reaction equation

HRID 2189224 reaction equation
C[O:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](Cl)=O.[NH2:12][C:13]1[CH:20]=[C:19](Br)[CH:18]=[CH:17][C:14]=1[C:15]#[N:16].C(OC([N:29]1[CH2:34][CH2:33]C[C@H:31]([NH2:35])[CH2:30]1)=O)(C)(C)C.[CH3:36][N:37]1[CH:41]=[C:40](B2OC(C)(C)C(C)(C)O2)[CH:39]=[N:38]1>>[CH3:36][N:37]1[CH:41]=[C:40]([C:19]2[CH:20]=[C:13]3[C:14]([C:15]([NH:35][C@H:31]4[CH2:33][CH2:34][NH:29][CH2:30]4)=[N:16][C:5]([C:4]4[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=4[OH:2])=[N:12]3)=[CH:17][CH:18]=2)[CH:39]=[N:38]1

Participants

5

Reactant 4

HCID 889692-Methoxybenzoyl chlorideHCID 1501975tert-butyl (3S)-3-aminopiperidine-1-carboxylateHCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 99206362-Amino-4-bromobenzonitrile

Product 1

HCID 135921467HCID 135921467, compound

Procedure

The title compound was prepared from 2-methoxybenzoyl chloride, 2-amino-4-bromobenzonitrile, (S)-3-amino-piperidine-1-carboxylic acid tert-butyl ester and 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole using methods analogous to those described in Synthesis 72.

Workup

  1. customthose described in Synthesis 72

Sources & evidence

ORD record
ord-3e6487d05ca8427ab79fddafc680b83e
Source dataset
uspto-grants-2012_12
Patent number
US08324226B2

Reaction notes

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