Methanol → 4'-{[6-ethyl-3-(2-hydroxy-1-methylethyl)-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrile

HRID 942175Notes

Reaction equation

HRID 942175 reaction equation
[BH4-:48].[C:1](#[N:2])[c:3]1[c:4](-[c:9]2[cH:10][cH:11][c:12]([CH2:15][n:16]3[c:17](=[O:34])[n:18]([CH:28]([C:29](=[O:30])[O:31][CH3:32])[CH3:33])[c:19](=[O:27])[c:20]4[c:21]3[s:22][c:23]([CH2:25][CH3:26])[cH:24]4)[cH:13][cH:14]2)[cH:5][cH:6][cH:7][cH:8]1.[C:42]([Cl:43])(=[O:44])[O:45][CH2:46][CH3:47].[CH3:35][N:36]1[CH2:37][CH2:38][O:39][CH2:40][CH2:41]1.[CH3:50][OH:51].[Na+:49].[O:52]1[CH2:53][CH2:54][CH2:55][CH2:56]1>>[C:1](#[N:2])[c:3]1[c:4](-[c:9]2[cH:10][cH:11][c:12]([CH2:15][n:16]3[c:17](=[O:34])[n:18]([CH:28]([CH2:29][OH:30])[CH3:33])[c:19](=[O:27])[c:20]4[c:21]3[s:22][c:23]([CH2:25][CH3:26])[cH:24]4)[cH:13][cH:14]2)[cH:5][cH:6][cH:7][cH:8]1

Participants

8

Reactant 7

HCID 887MethanolHCID 923Sodium ionHCID 79724-MethylmorpholineHCID 8028TetrahydrofuranHCID 10928Ethyl chloroformateHCID 28123BorohydrideHCID 59351649methyl 2-[1-[(2'-cyanobiphenyl-4-yl)methyl]-6-ethyl-2,4-dioxo-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]propanoate

Product 1

HCID 593516824'-{[6-ethyl-3-(2-hydroxy-1-methylethyl)-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrile

Sources & evidence

ORD record
ord-80078c46e9ef44d6936ad04e6dbeb0e3
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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