Acetic Acid → Racemic 1,1-dimethylethyl ({4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]-1-[2-(7-fluoro-2-oxo-1(2H)-quinoxalinyl)ethyl]-3-piperidinyl}methyl)carbamate

HRID 170374Notes

Reaction equation

HRID 170374 reaction equation
[BH4-:100].[C:101](=[O:102])([OH:103])[O-:104].[C:113].[C:120]([OH:121])(=[O:122])[CH3:123].[C:86]([O:87][BH-:88]([O:89][C:90](=[O:91])[CH3:92])[O:93][C:94](=[O:95])[CH3:96])(=[O:97])[CH3:98].[CH2:124]([OH:125])[CH3:126].[CH3:106][c:107]1[cH:108][cH:109][cH:110][cH:111][cH:112]1.[CH3:118][OH:119].[Cl:115][CH2:116][Cl:117].[F:1][c:2]1[cH:3][cH:4][c:5]2[n:6][cH:7][c:8](=[O:30])[n:9]([CH2:12][CH2:13][N:14]3[CH2:15][CH:16]([CH2:21][NH:22][C:23]([O:24][C:25]([CH3:26])([CH3:27])[CH3:28])=[O:29])[C:17](=[O:20])[CH2:18][CH2:19]3)[c:10]2[cH:11]1.[N-:83]=[N+:84]=[N-:85].[N:72]12[CH2:73][CH2:74][CH2:75][N:76]=[C:77]1[CH2:78][CH2:79][CH2:80][CH2:81][CH2:82]2.[Na+:105].[Na+:99].[O:31]1[CH2:32][CH2:33][O:34][c:35]2[cH:36][n:37][c:38]([CH2:41][NH2:42])[cH:39][c:40]21.[O:43]1[c:44]2[cH:45][c:46]([CH2:47][OH:48])[n:49][cH:50][c:51]2[O:52][CH2:53][CH2:54]1.[Pd:114].[c:55]1([P:56]([N:57]=[N+:58]=[N-:59])([c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)=[O:66])[cH:67][cH:68][cH:69][cH:70][cH:71]1>>[F:1][c:2]1[cH:3][cH:4][c:5]2[n:6][cH:7][c:8](=[O:30])[n:9]([CH2:12][CH2:13][N:14]3[CH2:15][CH:16]([CH2:21][NH:22][C:23]([O:24][C:25]([CH3:26])([CH3:27])[CH3:28])=[O:29])[CH:17]([NH:42][CH2:41][c:38]4[n:37][cH:36][c:35]5[c:40]([cH:39]4)[O:31][CH2:32][CH2:33][O:34]5)[CH2:18][CH2:19]3)[c:10]2[cH:11]1

Participants

18

Reactant 17

HCID 176Acetic AcidHCID 297MethaneHCID 702EthanolHCID 769Bicarbonate IonHCID 887MethanolHCID 923Sodium ion2×HCID 1140TolueneHCID 6344DichloromethaneHCID 23938PalladiumHCID 28123BorohydrideHCID 33558AzideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 199401P,P-Diphenylphosphinic azideHCID 2724942TriacetoxyborohydrideHCID 21873770(2,3-Dihydro-[1,4]dioxino[2,3-c]pyridin-7-yl)methanolHCID 593981871-(2,3-Dihydro[1,4]dioxino[2,3-c]pyridin-7-yl)methanamineHCID 91469554Racemic 1,1-dimethylethyl ({1-[2-(7-fluoro-2-oxo-1(2H)-quinoxalinyl)ethyl]-4-oxo-3-piperidinyl}methyl)carbamate

Product 1

HCID 68811793Racemic 1,1-dimethylethyl ({4-[(2,3-dihydro[1,4]dioxino[2,3-c]pyridin-7-ylmethyl)amino]-1-[2-(7-fluoro-2-oxo-1(2H)-quinoxalinyl)ethyl]-3-piperidinyl}methyl)carbamate

Sources & evidence

ORD record
ord-3016370f634440df86ff7d1a87a35f06
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

Loading…