1-Ethyl-1H-pyrazole-4-boronic acid, pinacol ester → HCID 53386416, compound

HRID 1898547Notes

Reaction equation

HRID 1898547 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.[CH:38]1([N:41]2C=C(B3OC(C)(C)C(C)(C)O3)C=[N:42]2)[CH2:40][CH2:39]1.[CH2:55]([N:57]1C=C(B2OC(C)(C)C(C)(C)O2)C=N1)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:42][N:41]([CH:38]5[CH2:39][CH2:40]5)[CH:37]=4)[N:25]=3)[NH:57][CH:55]=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 57516598(R)-2-amino-3,3-dimethyl-1-(pyrrolidin-1-yl)butan-1-one hydrochlorideHCID 593271331-Cyclopropyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 673860481-((R)-2-amino-3,3-dimethyl-butyryl)-piperidine-4-carbonitrile trifluoroacetate

Product 1

HCID 53386416HCID 53386416, 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-cyclopropyl-1H-pyrazole-4-boronic acid pinacol ester for 1-ethyl-1H-pyrazole-4-boronic acid pinacol ester in Step 2. MS: (M+H)+=475.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6121f4fcdb8145fd9f2b2ebcd6d578a5
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

Loading…