4-[4-(3-Amino-5-fluoro-2-methyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide → 4-[4-(3-Amino-4-fluoro-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

HRID 589518Notes

Reaction equation

HRID 589518 reaction equation
[CH3:1][N:2]([CH3:29])[C:3]([N:5]1[CH2:10][CH:9]=[C:8]([C:11]2[NH:28][C:14]3[N:15]=[CH:16][N:17]=[C:18]([C:19]4[CH:24]=[C:23](F)[CH:22]=[C:21]([NH2:26])[C:20]=4C)[C:13]=3[CH:12]=2)[CH2:7][CH2:6]1)=[O:4].[F:30]C1C=C(B2OC(C)(C)C(C)(C)O2)C(C)=C(C=1)N>>[CH3:29][N:2]([CH3:1])[C:3]([N:5]1[CH2:10][CH:9]=[C:8]([C:11]2[NH:28][C:14]3[N:15]=[CH:16][N:17]=[C:18]([C:19]4[CH:24]=[CH:23][C:22]([F:30])=[C:21]([NH2:26])[CH:20]=4)[C:13]=3[CH:12]=2)[CH2:7][CH2:6]1)=[O:4]

Participants

3

Reactant 2

HCID 867309834-[4-(3-Amino-5-fluoro-2-methyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamideHCID 86731003(3-Amino-5-fluoro-2-methylphenyl)boronic acid pinacol ester

Product 1

HCID 867309864-[4-(3-Amino-4-fluoro-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridine-1-carboxylic acid dimethylamide

Procedure

Intermediate 10 was prepared analogue to Intermediate 6 by replacing Intermediate 5 with 5-fluoro-2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline.

Sources & evidence

ORD record
ord-5ffdf3fe894e4ecc9806b52cc932f0f0
Source dataset
uspto-grants-2016_01
Patent number
US09233111B2

Reaction notes

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