1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidin-2-one → HCID 49772412, compound

HRID 2196127Notes

Reaction equation

HRID 2196127 reaction equation
CC1(C)C(C)(C)OB([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:19][CH2:18][CH2:17][C:16]3=[O:20])=[CH:11][CH:10]=2)O1.Cl[C:23]1[CH:24]=[CH:25][C:26]2[N:27]=[C:28]([NH:36]C(=O)C)[N:29]=[C:30]([CH:33]3[CH2:35][CH2:34]3)[C:31]=2[N:32]=1>>[NH2:36][C:28]1[N:29]=[C:30]([CH:33]2[CH2:35][CH2:34]2)[C:31]2[N:32]=[C:23]([C:9]3[CH:10]=[CH:11][C:12]([N:15]4[CH2:19][CH2:18][CH2:17][C:16]4=[O:20])=[CH:13][CH:14]=3)[CH:24]=[CH:25][C:26]=2[N:27]=1

Participants

3

Reactant 2

HCID 247742091-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidin-2-oneHCID 57906752HCID 57906752, compound

Product 1

HCID 49772412HCID 49772412, compound

Procedure

The experimental procedure of example 2 was repeated, except for the use of 1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-pyrrolidin-2-one instead of 4-fluorophenylboronic acid and N-(6-chloro-4-cyclopropyl-pyrido[3,2-d]pyrimidin-2-yl)-acetamide instead of 6-chloro-4-propyl-pyrido[3,2-d]pyrimidin-2-ylamine. The resulting compound was characterized as follows: MS (m/z) 346.2 [M+H]+; HPLC Rt=2.67 minutes (Method B).

Sources & evidence

ORD record
ord-747f9b7646e34d58b13c61ea181a2069
Source dataset
uspto-grants-2012_12
Patent number
US08338435B2

Reaction notes

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