3-Butylimidazo[1,2-a]pyridine-6-carboxylic acid → 3-butyl-N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}imidazo[1,2-a]pyridine-6-carboxamide

HRID 14237Notes

Reaction equation

HRID 14237 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:37]=[C:38]([F:40])[CH:39]=1)[CH2:5][C@H:6]([NH:20][C:21](C1C=C(C)N=C(N(CCC)CCC)N=1)=[O:22])[C@H:7]([OH:19])[CH2:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH3:18])[CH:12]=1.[CH2:41]([C:45]1[N:49]2[CH:50]=[C:51](C(O)=O)[CH:52]=[CH:53][C:48]2=[N:47][CH:46]=1)[CH2:42][CH2:43][CH3:44]>>[CH2:41]([C:45]1[N:49]2[CH:50]=[C:51]([C:21]([NH:20][C@@H:6]([CH2:5][C:4]3[CH:3]=[C:2]([F:1])[CH:39]=[C:38]([F:40])[CH:37]=3)[C@H:7]([OH:19])[CH2:8][NH:9][CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][CH3:18])[CH:12]=3)=[O:22])[CH:52]=[CH:53][C:48]2=[N:47][CH:46]=1)[CH2:42][CH2:43][CH3:44]

Participants

3

Reactant 2

HCID 210857313-Butylimidazo[1,2-a]pyridine-6-carboxylic acidHCID 58802606N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-2-(dipropylamino)-6-methylpyrimidine-4-carboxamide

Product 1

HCID 575120673-butyl-N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}imidazo[1,2-a]pyridine-6-carboxamide

Procedure

In the same manner as for N-{(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}-2-(dipropylamino)-6-methylpyrimidine-4-carboxamide {Example S-SP-235}, Step 3, 3-butylimidazo[1,2-a]pyridine-6-carboxylic acid (0.16 g) was converted to 0.30 g of the title compound.

Sources & evidence

ORD record
ord-528108930cd14ca8b509b7d1e4bad2f4
Source dataset
uspto-grants-2010_06
Patent number
US07727997B2

Reaction notes

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