7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine → HCID 66601904, compound

HRID 1615470Notes

Reaction equation

HRID 1615470 reaction equation
Br[C:2]1[N:10]2[C:5]([C:6]([NH2:11])=[N:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.C[N:13]([C:18]1[CH:23]=[CH:22][C:21](B2OC(C)(C)C(C)(C)O2)=[CH:20]C=1)[S:14]([CH3:17])(=[O:16])=[O:15].[Cl:33][C:34]1[CH:35]=[C:36]([CH:49]=[CH:50][CH:51]=1)[O:37][C:38]1[CH:43]=[CH:42][C:41](B(O)O)=[CH:40][C:39]=1[O:47][CH3:48]>>[Cl:33][C:34]1[CH:35]=[C:36]([CH:49]=[CH:50][CH:51]=1)[O:37][C:38]1[CH:43]=[CH:42][C:41]([C:4]2[CH:3]=[C:2]([CH:22]3[CH2:23][CH2:18][N:13]([S:14]([CH3:17])(=[O:15])=[O:16])[CH2:20][CH2:21]3)[N:10]3[C:5]=2[C:6]([NH2:11])=[N:7][CH:8]=[N:9]3)=[CH:40][C:39]=1[O:47][CH3:48]

Participants

4

Reactant 3

HCID 422813837-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amineHCID 58354653N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanesulfonamideHCID 66601935HCID 66601935, compound

Product 1

HCID 66601904HCID 66601904, compound

Procedure

By the same procedure as Example 14, Example 15 and Example 16 in series using 7-bromopyrrolo[2,1-f][1,2,4]triazine-4-amine (1.71 mg) instead of the compound prepared in Example 5, N-methyl-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide instead of 3-methoxyphenylboronic acid, and 4-(3-chlorophenoxy)-3-methoxyphenylboronic acid instead of the compound prepared in Example 10, the title compound having the following physical data was obtained.

Sources & evidence

ORD record
ord-41fb0a4938724283a3b4f12c8215cfc4
Source dataset
uspto-grants-2014_07
Patent number
US08765754B2

Reaction notes

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