1-(tert-Butyldimethylsilyl)-5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole → HCID 53378794, compound

HRID 2091897Notes

Reaction equation

HRID 2091897 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)[C:5]2[N:11]=[C:10]([CH2:12][N:13]3[CH2:17][CH2:16][C:15]([CH3:19])([CH3:18])[CH2:14]3)[CH:9]=[CH:8][C:6]=2[N:7]=1.[Si]([N:33]1[C:41]2[C:36](=[C:37](B3OC(C)(C)C(C)(C)O3)[C:38]([F:42])=[CH:39][CH:40]=2)[CH:35]=[CH:34]1)(C(C)(C)C)(C)C>>[CH3:18][C:15]1([CH3:19])[CH2:16][CH2:17][N:13]([CH2:12][C:10]2[CH:9]=[CH:8][C:6]3[N:7]=[C:2]([C:37]4[C:38]([F:42])=[CH:39][CH:40]=[C:41]5[C:36]=4[CH:35]=[CH:34][NH:33]5)[N:3]=[C:4]([N:20]4[CH2:25][CH2:24][O:23][CH2:22][CH2:21]4)[C:5]=3[N:11]=2)[CH2:14]1

Participants

3

Reactant 2

HCID 575067251-(tert-Butyldimethylsilyl)-5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indoleHCID 584049954-(2-Chloro-6-((3,3-dimethylpyrrolidin-1-yl)methyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine

Product 1

HCID 53378794HCID 53378794, compound

Procedure

4-(2-chloro-6-((3,3-dimethylpyrrolidin-1-yl)methyl)pyrido[3,2-d]pyrimidin-4-yl)morpholine (0.28 g) was reacted with 1-(tert-butyldimethylsilyl)-5-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole via General Procedure A to produce 70.2 mg of 144 following reverse phase HPLC purification. MS (Q1) 461.2 (M)+

Workup

  1. customto produce
  2. custom70.2 mg of 144 following reverse phase HPLC purification

Sources & evidence

ORD record
ord-790a113d323745098767b07c6d41fb9b
Source dataset
uspto-grants-2013_05
Patent number
US08440651B2

Reaction notes

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