Acetic Acid → Methyl 4-{[cyclohexyl(3-methyl-5-nitro-1-benzofuran-2-yl)methyl]amino}benzoate

HRID 309087Notes

Reaction equation

HRID 309087 reaction equation
[C:33](=[O:34])([O-:35])[OH:36].[C:38]([BH3-:39])#[N:40].[CH2:56]([Cl:57])[Cl:58].[CH3:52][C:53](=[O:54])[OH:55].[CH3:59][CH2:60][N:61]([CH2:62][CH3:63])[CH2:64][CH3:65].[CH:1]1([C:7](=[O:8])[c:9]2[o:10][c:11]3[c:12]([c:13]2[CH3:14])[cH:15][c:16]([N+:19](=[O:20])[O-:21])[cH:17][cH:18]3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1.[Cl-:47].[Cl-:49].[Cl-:50].[Cl-:51].[NH2:22][c:23]1[cH:24][cH:25][c:26]([C:27](=[O:28])[O:29][CH3:30])[cH:31][cH:32]1.[Na+:37].[Na+:41].[O:42]1[CH2:43][CH2:44][CH2:45][CH2:46]1.[Ti+4:48]>>[CH:1]1([CH:7]([c:9]2[o:10][c:11]3[c:12]([c:13]2[CH3:14])[cH:15][c:16]([N+:19](=[O:20])[O-:21])[cH:17][cH:18]3)[NH:22][c:23]2[cH:24][cH:25][c:26]([C:27](=[O:28])[O:29][CH3:30])[cH:31][cH:32]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

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 66777339Cyclohexyl(3-methyl-5-nitro-1-benzofuran-2-yl)methanone

Product 1

HCID 66778727Methyl 4-{[cyclohexyl(3-methyl-5-nitro-1-benzofuran-2-yl)methyl]amino}benzoate

Sources & evidence

ORD record
ord-b170201912da4c8ab7c5b2a21f56a398
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (8/10)

Reaction notes

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