HCID 118131340, compound → HCID 118131415, compound

HRID 634499Notes

Reaction equation

HRID 634499 reaction equation
O[CH:2]([C:4]1[O:5][C:6](=[O:27])[C:7]2[C:12]([C:13]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)=[CH:16][CH:15]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH3:3].[F:28][C:29]1[CH:30]=[C:31]([C:37]2[C:45]3[C:40](=[N:41][CH:42]=[N:43][C:44]=3[NH2:46])[NH:39][N:38]=2)[CH:32]=[C:33]([O:35][CH3:36])[CH:34]=1>>[NH2:46][C:44]1[N:43]=[CH:42][N:41]=[C:40]2[N:39]([CH:2]([C:4]3[O:5][C:6](=[O:27])[C:7]4[C:12]([C:13]=3[C:14]3[CH:15]=[CH:16][C:17]([CH2:20][N:21]5[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]5)=[CH:18][CH:19]=3)=[CH:11][CH:10]=[CH:9][CH:8]=4)[CH3:3])[N:38]=[C:37]([C:31]3[CH:32]=[C:33]([O:35][CH3:36])[CH:34]=[C:29]([F:28])[CH:30]=3)[C:45]=12

Participants

3

Reactant 2

HCID 118131340HCID 118131340, compound2×HCID 178492931HCID 178492931, compound

Product 1

HCID 118131415HCID 118131415, compoundYield 71%

Procedure

The title compound was made in a similar way as that of the example 134, step a, from 3-(1-hydroxyethyl)-4-(4-(piperidin-1-ylmethyl)phenyl)-1H-isochromen-1-one (Intermediate B48, 720 mg, 1.981 mmol) and 3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (Intermediate G1, 565 mg, 2.17 mmol) to give 3-(1-(4-amino-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-(4-(piperidin-1-ylmethyl)phenyl)-1H-isochromen-1-one (850 mg, 1.40 mmol, 71.0% yield) as a brown solid.

Sources & evidence

ORD record
ord-4c1d8c5153e24e08952ac5424d524f75
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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