3-Amino-1,2-propanediol → 1-[(2,3-Dihydroxypropyl)amino]-4-(2-fluorophenyl)-6-methoxyisoquinoline-3-carbonitrile

HRID 639913Notes

Reaction equation

HRID 639913 reaction equation
FC1C=C(C2C3C(=CC=C(OC)C=3)C(NCCO)=NC=2C#N)C=CC=1.Cl[C:27]1[C:36]2[C:31](=[CH:32][C:33]([O:37][CH3:38])=[CH:34][CH:35]=2)[C:30]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[F:45])=[C:29]([C:46]#[N:47])[N:28]=1.[NH2:48][CH2:49][CH:50]([OH:53])[CH2:51][OH:52]>>[OH:53][CH:50]([CH2:51][OH:52])[CH2:49][NH:48][C:27]1[C:36]2[C:31](=[CH:32][C:33]([O:37][CH3:38])=[CH:34][CH:35]=2)[C:30]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][C:40]=2[F:45])=[C:29]([C:46]#[N:47])[N:28]=1

Participants

4

Reactant 3

HCID 735613-Amino-1,2-propanediolHCID 113359631-Chloro-4-(2-fluorophenyl)-6-methoxyisoquinoline-3-carbonitrileHCID 114391214-(3-Fluorophenyl)-1-[(2-hydroxyethyl)amino]-6-methoxyisoquinoline-3-carbonitrile

Product 1

HCID 113375841-[(2,3-Dihydroxypropyl)amino]-4-(2-fluorophenyl)-6-methoxyisoquinoline-3-carbonitrile

Procedure

Following the procedure for 4-(3-fluorophenyl)-1-[(2-hydroxyethyl)amino]-6-methoxyisoquinoline-3-carbonitrile, using 1-chloro-4-(2-fluorophenyl)-6-methoxyisoquinoline-3-carbonitrile in place of 1-chloro-4-(3-fluorophenyl)-6-methoxyisoquinoline-3-carbonitrile, and using racemic 1-amino-2,3-propanediol in place of 2-aminoethanol, the title compound was synthesized.

Sources & evidence

ORD record
ord-f74dd89762374b978e8653bca4630054
Source dataset
uspto-grants-2010_04
Patent number
US07691879B2

Reaction notes

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