(1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-enecarboxylic acid → ((1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-enyl)(3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)methanone

HRID 901199Notes

Reaction equation

HRID 901199 reaction equation
[CH3:1][C:2]1[N:3]([C@H:8]2[CH2:12][C@@:11]([CH:16]([CH3:18])[CH3:17])([C:13]([OH:15])=O)[CH:10]=[CH:9]2)[C:4]([CH3:7])=[CH:5][CH:6]=1.[F:19][C:20]([F:32])([F:31])[C:21]1[CH:22]=[N:23][C:24]2[CH2:25][CH2:26][NH:27][CH2:28][C:29]=2[CH:30]=1>>[CH3:7][C:4]1[N:3]([C@H:8]2[CH2:12][C@:11]([C:13]([N:27]3[CH2:26][CH2:25][C:24]4[N:23]=[CH:22][C:21]([C:20]([F:19])([F:31])[F:32])=[CH:30][C:29]=4[CH2:28]3)=[O:15])([CH:16]([CH3:18])[CH3:17])[CH:10]=[CH:9]2)[C:2]([CH3:1])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 11402372(1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-enecarboxylic acidHCID 114810975,6,7,8-Tetrahydro-3-(trifluoromethyl)-1,6-naphthyridine

Product 1

HCID 59700298((1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-enyl)(3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)methanone

Procedure

reacting (1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-ene-1-carboxylic acid with 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine to form 6-{[(1S,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-isopropylcyclopent-2-en-1-yl]carbonyl}-3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine;

Sources & evidence

ORD record
ord-acfb2ffc2e5349969cd2c2661f7d7e3e
Source dataset
uspto-grants-2008_04
Patent number
US07361765B2

Reaction notes

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