Tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine-1-carboxylate → HCID 86345944, compound

HRID 1772687Notes

Reaction equation

HRID 1772687 reaction equation
Br[C:2]1[N:7]2[CH:8]=[C:9]([CH2:11][O:12][C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=3)[N:10]=[C:6]2[C:5]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[N:4][CH:3]=1.[C:29]([N:36]1[CH2:41][CH2:40][N:39]([C:42]2[CH:47]=[CH:46][C:45](B3OC(C)(C)C(C)(C)O3)=[CH:44][N:43]=2)[CH2:38][CH2:37]1)([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30]>>[O:26]1[CH2:27][CH2:28][N:23]([C:5]2[C:6]3[N:7]([CH:8]=[C:9]([CH2:11][O:12][C:13]4[CH:22]=[CH:21][C:20]5[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=5)[N:14]=4)[N:10]=3)[C:2]([C:45]3[CH:46]=[CH:47][C:42]([N:39]4[CH2:40][CH2:41][N:36]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:37][CH2:38]4)=[N:43][CH:44]=3)=[CH:3][N:4]=2)[CH2:24][CH2:25]1

Participants

3

Reactant 2

HCID 16217947Tert-butyl 4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine-1-carboxylateHCID 117728336HCID 117728336, compound

Product 1

HCID 86345944HCID 86345944, compound

Procedure

Compound 15a (130 mg. 0.29 mmol) was subjected to Suzuki coupling conditions with 2-(4-BOC-piperazin-1-yl)pyridine-5-boronic acid pinacol ester using the methods described in Example 1, Step G to obtain compound 47a. Mass Spectrum (LCMS, ESI pos.) Calcd. for C34H38N8O4: 623.2 (M+H). Found 623.3.

Sources & evidence

ORD record
ord-e01c944918024eb7844cdb1a4d66e98e
Source dataset
uspto-grants-2016_02
Patent number
US09249163B2

Reaction notes

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