3-Fluoro-5-hydroxybenzeneboronic acid → HCID 73775107, compound

HRID 1052654Notes

Reaction equation

HRID 1052654 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C@H:9]([C:11]2[N:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:15](=[O:23])[C:14]3=[CH:24][CH:25]=[CH:26][N:13]3[N:12]=2)[CH3:10])[C:3]=1I.[F:28][C:29]1[CH:30]=[C:31](B(O)O)[CH:32]=[C:33]([OH:35])[CH:34]=1>>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C@H:9]([C:11]2[N:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:15](=[O:23])[C:14]3=[CH:24][CH:25]=[CH:26][N:13]3[N:12]=2)[CH3:10])[C:3]=1[C:31]1[CH:32]=[C:33]([OH:35])[CH:34]=[C:29]([F:28])[CH:30]=1

Participants

3

Reactant 2

HCID 447173083-Fluoro-5-hydroxybenzeneboronic acidHCID 118433928HCID 118433928, compound

Product 1

HCID 73775107HCID 73775107, compoundYield 3%

Procedure

(S)-2-(1-(6-Amino-5-iodopyrimidin-4-ylamino)ethyl)-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one and 3-fluoro-5-hydroxyphenylboronic acid (34 mg, 0.22 mmol) were stirred at 80° C. following the experimental procedure described in Example 3. 5 mg (3% yield) of the title compound were obtained as a solid.

Sources & evidence

ORD record
ord-93e5e5c3b142441c98a7353142554805
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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