Diethyl Ether → [3,7-Dimethoxy-6-(2-methoxy-ethoxymethoxymethyl)-10-methyl-phenothiazin-4-yl]-methanol

HRID 1549248Notes

Reaction equation

HRID 1549248 reaction equation
[BH4-:70].[CH2:28]([Li:29])[CH2:30][CH2:31][CH3:32].[CH2:77]([O:78][CH2:79][CH3:80])[CH3:81].[CH3:1][O:2][c:3]1[cH:4][cH:5][c:6]2[c:12]([c:13]1[CH2:14][O:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH3:21])[S:11][c:10]1[c:9]([cH:27][cH:26][c:23]([O:24][CH3:25])[cH:22]1)[N:7]2[CH3:8].[CH3:41][O:42][c:43]1[cH:44][cH:45][c:46]2[c:55]([c:56]1[CH:57]=[O:58])[S:54][c:53]1[c:48]([cH:49][cH:50][c:51]([O:67][CH3:68])[c:52]1[CH2:59][O:60][CH2:61][O:62][CH2:63][CH2:64][O:65][CH3:66])[N:47]2[CH3:69].[CH:33]([N:34]1[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]1)=[O:40].[Li+:71].[O:72]1[CH2:73][CH2:74][CH2:75][CH2:76]1.[O:82]1[CH2:83][CH2:84][CH2:85][CH2:86]1>>[CH3:41][O:42][c:43]1[cH:44][cH:45][c:46]2[c:55]([c:56]1[CH2:57][OH:58])[S:54][c:53]1[c:48]([cH:49][cH:50][c:51]([O:67][CH3:68])[c:52]1[CH2:59][O:60][CH2:61][O:62][CH2:63][CH2:64][O:65][CH3:66])[N:47]2[CH3:69]

Participants

9

Reactant 8

HCID 3283Diethyl EtherHCID 8028Tetrahydrofuran2×HCID 174291-PiperidinecarboxaldehydeHCID 28123BorohydrideHCID 28486Lithium ionHCID 189724993,7-Dimethoxy-6-(2-methoxyethoxymethoxymethyl)-10-methylphenothiazine-4-carbaldehydeHCID 189725283,7-Dimethoxy-4-(2-methoxy-ethoxymethoxymethyl)-10-methyl-phenothiazineHCID 178418339Butyllithium

Product 1

HCID 18972627[3,7-Dimethoxy-6-(2-methoxy-ethoxymethoxymethyl)-10-methyl-phenothiazin-4-yl]-methanol

Sources & evidence

ORD record
ord-f1395cb963c54e7f9dcbd512d98a2993
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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