3,4,5-Trimethoxybenzeneboronic acid → HCID 53386256, compound

HRID 1898519Notes

Reaction equation

HRID 1898519 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(C)(C)C)[C:27]([N:29]1[CH2:33][CH2:32]CC1)=O.[CH3:38][O:39][C:40]1[CH:41]=[C:42](B(O)O)[CH:43]=[C:44]([O:48][CH3:49])[C:45]=1[O:46][CH3:47].[CH2:53]([N:55]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:26]3[C:27](=[N:29][CH:33]=[C:32]([C:42]4[CH:41]=[C:40]([O:39][CH3:38])[C:45]([O:46][CH3:47])=[C:44]([O:48][CH3:49])[CH:43]=4)[N:25]=3)[NH:55][CH:53]=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 27343903,4,5-Trimethoxybenzeneboronic acidHCID 113790451-Ethyl-1H-pyrazole-4-boronic acid, pinacol esterHCID 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 53386256HCID 53386256, 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 3,4,5-trimethoxyphenylboronic acid for 1-ethyl-1H-pyrazole-4-boronic acid pinacol ester in Step 2. MS: (M+H)+=535.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-61949dfedfe941c19599ab341fbf10c6
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

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