tert-butyl (3S)-3-aminopiperidine-1-carboxylate → HCID 135921473, compound

HRID 2189225Notes

Reaction equation

HRID 2189225 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:11]C)=[C:6]([CH:10]=1)[C:7](Cl)=O.[NH2:13][C:14]1[CH:21]=[C:20](Br)[CH:19]=[CH:18][C:15]=1[C:16]#[N:17].C(OC([N:30]1[CH2:35][CH2:34]C[C@H:32]([NH2:36])[CH2:31]1)=O)(C)(C)C.CC1(C)C(C)(C)OB([C:45]2[CH:46]=[N:47][N:48](C(OC(C)(C)C)=O)[CH:49]=2)O1>>[NH:47]1[CH:46]=[C:45]([C:20]2[CH:21]=[C:14]3[C:15]([C:16]([NH:36][C@H:32]4[CH2:34][CH2:35][NH:30][CH2:31]4)=[N:17][C:7]([C:6]4[CH:10]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=4[OH:11])=[N:13]3)=[CH:18][CH:19]=2)[CH:49]=[N:48]1

Participants

5

Reactant 4

HCID 1501975tert-butyl (3S)-3-aminopiperidine-1-carboxylateHCID 99206362-Amino-4-bromobenzonitrileHCID 16217654tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylateHCID 221004605-Fluoro-2-Methoxybenzoyl chloride

Product 1

HCID 135921473HCID 135921473, compound

Procedure

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

Workup

  1. customthose described in Synthesis 72

Sources & evidence

ORD record
ord-7202d80ac4184cdf86d5ac63afe51413
Source dataset
uspto-grants-2012_12
Patent number
US08324226B2

Reaction notes

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