Methanol → 6-({4-[3-(7-Methoxy-2-oxo-2H-3,1-benzoxazin-1(4H)-yl)propyl]piperazin-1-yl}methyl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

HRID 932642Notes

Reaction equation

HRID 932642 reaction equation
[C:52]([O:53][BH-:54]([O:55][C:56](=[O:57])[CH3:58])[O:59][C:60](=[O:61])[CH3:62])(=[O:63])[CH3:64].[CH3:66][OH:67].[CH3:8][O:9][c:10]1[cH:11][c:12]2[c:13]([cH:28][cH:29]1)[CH2:14][O:15][C:16](=[O:27])[N:17]2[CH2:18][CH2:19][CH2:20][N:21]1[CH2:22][CH2:23][NH:24][CH2:25][CH2:26]1.[CH:30]([N:31]([CH2:32][CH3:33])[CH:34]([CH3:35])[CH3:36])([CH3:37])[CH3:38].[Cl:68][CH2:69][Cl:70].[F:1][C:2]([F:3])([F:4])[C:5]([OH:6])=[O:7].[Na+:65].[O:39]=[C:40]1[NH:41][c:42]2[c:43]([cH:46][cH:47][c:48]([CH:50]=[O:51])[n:49]2)[O:44][CH2:45]1>>[CH3:8][O:9][c:10]1[cH:11][c:12]2[c:13]([cH:28][cH:29]1)[CH2:14][O:15][C:16](=[O:27])[N:17]2[CH2:18][CH2:19][CH2:20][N:21]1[CH2:22][CH2:23][N:24]([CH2:50][c:48]2[cH:47][cH:46][c:43]3[c:42]([n:49]2)[NH:41][C:40](=[O:39])[CH2:45][O:44]3)[CH2:25][CH2:26]1

Participants

9

Reactant 8

HCID 887MethanolHCID 923Sodium ionHCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 81531DiisopropylethylamineHCID 2724942TriacetoxyborohydrideHCID 218737373-Oxo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-6-carbaldehydeHCID 667736237-methoxy-1-(3-piperazin-1-ylpropyl)-4H-3,1-benzoxazin-2-one

Product 1

HCID 159822776-({4-[3-(7-Methoxy-2-oxo-2H-3,1-benzoxazin-1(4H)-yl)propyl]piperazin-1-yl}methyl)-2H-pyrido[3,2-b][1,4]oxazin-3(4H)-one

Sources & evidence

ORD record
ord-6bb3e9f5b5934488a2634f7a22ccc39d
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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