Acetate → 1-{[4-amino-2-(ethoxymethyl)-7-(4-fluorophenyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]methyl}cyclopentanol

HRID 1128699Notes

Reaction equation

HRID 1128699 reaction equation
[CH2:57]([OH:58])[CH2:59][CH3:60].[CH3:61][c:62]1[cH:63][cH:64][cH:65][cH:66][cH:67]1.[F:27][c:28]1[cH:29][cH:30][c:31]([B:34]([OH:35])[OH:36])[cH:32][cH:33]1.[NH2:1][c:2]1[n:3][c:4]2[cH:5][c:6]([Br:26])[cH:7][n:8][c:9]2[c:10]2[c:11]1[n:12][c:13]([CH2:22][O:23][CH2:24][CH3:25])[n:14]2[CH2:15][C:16]1([OH:21])[CH2:17][CH2:18][CH2:19][CH2:20]1.[Na+:68].[Na+:69].[O-:70][C:71](=[O:72])[O-:73].[O-:75][C:76]([CH3:77])=[O:78].[O-:79][C:80]([CH3:81])=[O:82].[OH2:56].[Pd+2:74].[c:37]1([P:38]([c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[cH:51][cH:52][cH:53][cH:54][cH:55]1>>[NH2:1][c:2]1[n:3][c:4]2[cH:5][c:6](-[c:31]3[cH:30][cH:29][c:28]([F:27])[cH:33][cH:32]3)[cH:7][n:8][c:9]2[c:10]2[c:11]1[n:12][c:13]([CH2:22][O:23][CH2:24][CH3:25])[n:14]2[CH2:15][C:16]1([OH:21])[CH2:17][CH2:18][CH2:19][CH2:20]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 923Sodium ion2×HCID 962WaterHCID 10311-PropanolHCID 1140TolueneHCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2856454-Fluorophenylboronic acidHCID 589707021-{[4-amino-7-bromo-2-(ethoxymethyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]methyl}cyclopentanol

Product 1

HCID 589706931-{[4-amino-2-(ethoxymethyl)-7-(4-fluorophenyl)-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl]methyl}cyclopentanol

Sources & evidence

ORD record
ord-c6168082342b4eeaa016d4aeb75c904f
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

Loading…