1-[5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl]piperidine → Tert-butyl[3-cyano-5-(6-piperidin-1-ylpyridin-3-yl)-2-thienyl]carbamate

HRID 386136Notes

Reaction equation

HRID 386136 reaction equation
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[S:9][C:10](I)=[CH:11][C:12]=1[C:13]#[N:14])([CH3:4])([CH3:3])[CH3:2].[N:17]1([C:23]2[CH:28]=[CH:27][C:26](B3OC(C)(C)C(C)(C)O3)=[CH:25][N:24]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[S:9][C:10]([C:26]2[CH:25]=[N:24][C:23]([N:17]3[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]3)=[CH:28][CH:27]=2)=[CH:11][C:12]=1[C:13]#[N:14])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Procedure

The title compound was prepared from tert-butyl(3-cyano-5-iodo-2-thienyl)carbamate (Example 581 Step 2) (500 g, 1.43 mmol) and 2-piperidin-1-yl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (658 mg, 2.29 mmol) as described in Example 581, Step 3.

Sources & evidence

ORD record
ord-d2e58d04a5414231bc78e1fae6e7c238
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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