5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(2,3-b)pyridine → HCID 58244735, compound

HRID 2262201Notes

Reaction equation

HRID 2262201 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[C:5]2[S:10][CH:9]=[C:8]([C:11]3[S:15][CH:14]=[N:13][CH:12]=3)[C:6]=2[N:7]=1.CC1(C)C(C)(C)OB([C:30]2[CH:31]=[C:32]3[CH:38]=[CH:37][NH:36][C:33]3=[N:34][CH:35]=2)O1>>[O:19]1[CH2:20][CH2:21][N:16]([C:4]2[C:5]3[S:10][CH:9]=[C:8]([C:11]4[S:15][CH:14]=[N:13][CH:12]=4)[C:6]=3[N:7]=[C:2]([C:30]3[CH:31]=[C:32]4[CH:38]=[CH:37][NH:36][C:33]4=[N:34][CH:35]=3)[N:3]=2)[CH2:17][CH2:18]1

Participants

3

Reactant 2

HCID 242087895-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo(2,3-b)pyridineHCID 86618425HCID 86618425, compound

Product 1

HCID 58244735HCID 58244735, compound

Procedure

2-Chloro-4-morpholin-4-yl-7-thiazol-5-yl-thieno[3,2-d]pyrimidine and 5-(4,4,5,5-tetramethyl-[1.3.2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine were reacted according to General Procedure A to give 318. NMR (DMSO, 400 MHz), 3.86 (4 H, t, J=4.4), 4.09 (4 H, t, J=5.2), 6.61-6.63 (1 H, m), 7.54-7.57 (1 H, m), 8.78 (2 H, s), 9.03 (1 H, s), 9.20 (1 H, s), 9.44-9.46 (1 H, m), 11.88 (1 H, s). MS: (ESI+): MH+=421

Sources & evidence

ORD record
ord-f6b2606632a8461db3bebbab266c5611
Source dataset
uspto-grants-2010_12
Patent number
US07846929B2

Reaction notes

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