{4-[2-(Dimethylamino)-1-hydroxy-2-oxoethyl]-3-fluorophenyl}boronic acid → 2-{4-[6-(2,6-dichloro-3,5-dimethoxyphenyl)-1H-pyrazolo[4,3-c]pyridin-3-yl]-2-fluorophenyl}-2-hydroxy-N,N-dimethylacetamide

HRID 1778704Notes

Reaction equation

HRID 1778704 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([Cl:12])[C:3]=1[C:13]1[N:18]=[CH:17][C:16]2[C:19](I)=[N:20][NH:21][C:15]=2[CH:14]=1.[CH3:23][N:24]([CH3:39])[C:25](=[O:38])[CH:26]([C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][C:29]=1[F:37])[OH:27]>>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([Cl:12])[C:3]=1[C:13]1[N:18]=[CH:17][C:16]2[C:19]([C:31]3[CH:32]=[CH:33][C:28]([CH:26]([OH:27])[C:25]([N:24]([CH3:23])[CH3:39])=[O:38])=[C:29]([F:37])[CH:30]=3)=[N:20][NH:21][C:15]=2[CH:14]=1

Participants

3

Reactant 2

HCID 86722826{4-[2-(Dimethylamino)-1-hydroxy-2-oxoethyl]-3-fluorophenyl}boronic acidHCID 1784934546-(2,6-dichloro-3,5-dimethoxyphenyl)-3-iodo-1H-pyrazolo[4,3-c]pyridine

Product 1

HCID 762852992-{4-[6-(2,6-dichloro-3,5-dimethoxyphenyl)-1H-pyrazolo[4,3-c]pyridin-3-yl]-2-fluorophenyl}-2-hydroxy-N,N-dimethylacetamide

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 4, Step 2 starting from 6-(2,6-dichloro-3,5-dimethoxyphenyl)-3-iodo-1H-pyrazolo[4,3-c]pyridine and {4-[2-(dimethylamino)-1-hydroxy-2-oxoethyl]-3-fluorophenyl}boronic acid. LCMS (M+H)+=519.0/521.0.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-e7e506d77bf84f188c0ada5d135b3682
Source dataset
uspto-grants-2016_02
Patent number
US09266892B2

Reaction notes

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