5-Aminopentan-1-ol → HCID 67500930, compound

HRID 921543Notes

Reaction equation

HRID 921543 reaction equation
BrC1C=C(N2C3=NC=CC(C4C=NC5C(C=4)=CC=CC=5)=C3C(C)=C2)C=CC=1C#N.NCCCCC[OH:36].[OH:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][NH:43][C:44]1[CH:51]=[C:50]([N:52]2[C:56]3=[N:57][CH:58]=[CH:59][C:60]([C:61]4[CH:62]=[N:63][C:64]5[C:69]([CH:70]=4)=[CH:68][CH:67]=[CH:66][CH:65]=5)=[C:55]3[C:54]([CH3:71])=[CH:53]2)[CH:49]=[CH:48][C:45]=1[C:46]#[N:47]>>[OH:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][NH:43][C:44]1[CH:51]=[C:50]([N:52]2[C:56]3=[N:57][CH:58]=[CH:59][C:60]([C:61]4[CH:62]=[N:63][C:64]5[C:69]([CH:70]=4)=[CH:68][CH:67]=[CH:66][CH:65]=5)=[C:55]3[C:54]([CH3:71])=[CH:53]2)[CH:49]=[CH:48][C:45]=1[C:46]([NH2:47])=[O:36]

Participants

4

Reactant 3

HCID 756345-Aminopentan-1-olHCID 67500186HCID 67500186, compoundHCID 67501159HCID 67501159, compound

Product 1

HCID 67500930HCID 67500930, compoundYield 31%

Procedure

According to Example 1(6), a crude product of 2-(5-hydroxypentylamino)-4-{(3-methyl-4-(quinolin-3-yl)-1H-pyrrolo[2,3-b]pyridin-1-yl}benzonitrile was prepared using compound (40f) instead of compound (1e) and using 5-amino-1-pentanol instead of trans-aminocyclohexanol and was used in the subsequent reaction without being purified. According to Example 1(7), compound (56) (the second stage yield: 31%) was prepared as a white solid using 2-(5-hydroxypentylamino)-4-{3-methyl-4-(quinolin-3-yl)-1H-pyrrolo[2,3-b]pyridin-1-yl}benzonitrile instead of compound (1f).

Workup

  1. customwas used in the subsequent reaction
  2. customwithout being purified
  3. customwas prepared as a white solid

Sources & evidence

ORD record
ord-1cde9583faa247598d1936456dba1a2b
Source dataset
uspto-grants-2016_03
Patent number
US09273045B2

Reaction notes

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