1-Ethyl-1H-pyrazole-4-boronic acid, pinacol ester → HCID 53386202, compound

HRID 1898517Notes

Reaction equation

HRID 1898517 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=O.[NH2:8][C@H:9]([C:20]([CH3:23])([CH3:22])[CH3:21])[C:10]([N:12]1[CH2:17][CH2:16][CH:15]([C:18]#[N:19])[CH2:14][CH2:13]1)=[O:11].Cl.[NH2:25][C@H:26]([C:34]([CH3:37])([CH3:36])C)[C:27]([N:29]1[CH2:33][CH2:32]CC1)=O.C([N:45]1[CH:49]=C(B2OC(C)(C)C(C)(C)O2)C=N1)(OC(C)(C)C)=O.C([N:61]1C=C(B2OC(C)(C)C(C)(C)O2)C=[N:62]1)C>>[C:18]([CH:15]1[CH2:14][CH2:13][N:12]([C:10]([C@H:9]([NH:8][C:3]([C:2]2[C:32]3[C:33](=[N:29][CH:27]=[C:26]([C:34]4[CH:36]=[N:61][NH:62][CH:37]=4)[N:25]=3)[NH:45][CH:49]=2)=[O:5])[C:20]([CH3:23])([CH3:22])[CH3:21])=[O:11])[CH2:17][CH2:16]1)#[N:19]

Participants

5

Reactant 4

HCID 113790451-Ethyl-1H-pyrazole-4-boronic acid, pinacol esterHCID 16217654tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylateHCID 57516598(R)-2-amino-3,3-dimethyl-1-(pyrrolidin-1-yl)butan-1-one hydrochlorideHCID 673860481-((R)-2-amino-3,3-dimethyl-butyryl)-piperidine-4-carbonitrile trifluoroacetate

Product 1

HCID 53386202HCID 53386202, compound

Procedure

Prepared according to the procedure outlined in Example 2 substituting 1-((R)-2-amino-3,3-dimethyl-butyryl)-piperidine-4-carbonitrile trifluoroacetate for (R)-2-amino-3,3-dimethyl-1-pyrrolidin-1-yl-butan-1-one hydrochloride in Step 1 and 1-Boc-pyrazole-4-boronic acid pinacol ester for 1-ethyl-1H-pyrazole-4-boronic acid pinacol ester in Step 2. MS: (M+H)+=435.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9b72de74a12746509d81422f63202e87
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

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