Acetic Acid → Methyl 4-{[(5-bromo-3-methylfuro[3,2-b]pyridin-2-yl)(cyclohexyl)methyl]amino}benzoate

HRID 1239666Notes

Reaction equation

HRID 1239666 reaction equation
[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([n:7]1)[c:8]([CH3:19])[c:9]([C:11](=[O:12])[CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)[o:10]2.[C:31](=[O:32])([O-:33])[OH:34].[C:36]([BH3-:37])#[N:38].[CH2:40]([Cl:41])[Cl:42].[CH3:53][C:54](=[O:55])[OH:56].[CH3:57][CH2:58][N:59]([CH2:60][CH3:61])[CH2:62][CH3:63].[Cl-:48].[Cl-:50].[Cl-:51].[Cl-:52].[NH2:20][c:21]1[cH:22][cH:23][c:24]([C:25](=[O:26])[O:27][CH3:28])[cH:29][cH:30]1.[Na+:35].[Na+:39].[O:43]1[CH2:44][CH2:45][CH2:46][CH2:47]1.[Ti+4:49]>>[Br:1][c:2]1[cH:3][cH:4][c:5]2[c:6]([n:7]1)[c:8]([CH3:19])[c:9]([CH:11]([CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)[NH:20][c:21]1[cH:22][cH:23][c:24]([C:25](=[O:26])[O:27][CH3:28])[cH:29][cH:30]1)[o:10]2

Participants

12

Reactant 11

HCID 176Acetic AcidHCID 312Chloride4×HCID 769Bicarbonate IonHCID 923Sodium ion2×HCID 6344DichloromethaneHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 12082Methyl 4-aminobenzoateHCID 114942Titanium cation (4+)HCID 498716Cyano-borohydrideHCID 86662737(5-Bromo-3-methylfuro[3,2-b]pyridin-2-yl)(cyclohexyl)methanone

Product 1

HCID 86662738Methyl 4-{[(5-bromo-3-methylfuro[3,2-b]pyridin-2-yl)(cyclohexyl)methyl]amino}benzoate

Sources & evidence

ORD record
ord-e245ee866409436594e412fa23eeb7a5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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