2-Morpholinoethylamine → 5-(8-(2-Morpholinoethylamino)isoquinolin-3-ylamino)pyrazine-2-carbonitrile

HRID 40679Notes

Reaction equation

HRID 40679 reaction equation
Br[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[CH:10]=[N:9][C:8]([NH:12][C:13]1[N:14]=[CH:15][C:16]([C:19]#[N:20])=[N:17][CH:18]=1)=[CH:7]2.[NH2:21][CH2:22][CH2:23][N:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>>[O:27]1[CH2:28][CH2:29][N:24]([CH2:23][CH2:22][NH:21][C:2]2[CH:3]=[CH:4][CH:5]=[C:6]3[C:11]=2[CH:10]=[N:9][C:8]([NH:12][C:13]2[N:14]=[CH:15][C:16]([C:19]#[N:20])=[N:17][CH:18]=2)=[CH:7]3)[CH2:25][CH2:26]1

Participants

3

Reactant 2

HCID 4082852-MorpholinoethylamineHCID 442046545-(8-Bromoisoquinolin-3-ylamino)pyrazine-2-carbonitrile

Product 1

HCID 442046535-(8-(2-Morpholinoethylamino)isoquinolin-3-ylamino)pyrazine-2-carbonitrile

Procedure

The title compound was prepared using methods analogous to those described in Synthesis 5-1, replacing 3,8-dichloroisoquinoline with 5-(8-bromoisoquinolin-3-ylamino)pyrazine-2-carbonitrile and replacing (R)-5-amino-3-(pyrrolidin-3-yloxy)pyrazine-2-carbonitrile with N-(2-aminoethyl)morpholine, and conducting the reaction at 140° C.

Workup

  1. customthose described in Synthesis 5-1
  2. customthe reaction at 140° C.

Sources & evidence

ORD record
ord-e655c65431ab438b8107c65886b84adc
Source dataset
uspto-grants-2013_09
Patent number
US08530468B2

Reaction notes

Loading…