Sodium cyanoborohydride → HCID 11504215, compound

HRID 2220245Notes

Reaction equation

HRID 2220245 reaction equation
FC1C=C(C(C)(C)CC(O)(C(F)(F)F)C=O)C2OCCC=2C=1.NC1C(Cl)=CC=C2C=1C=CC(C)=N2.[F:36][C:37]1[CH:38]=[C:39]([C:46]([CH3:69])([CH3:68])[CH2:47][C:48]([OH:67])([C:63]([F:66])([F:65])[F:64])[CH:49]=[N:50][C:51]2[C:60]([Cl:61])=[CH:59][CH:58]=[C:57]3[C:52]=2[CH:53]=[CH:54][C:55]([CH3:62])=[N:56]3)[C:40]2[O:44][CH2:43][CH2:42][C:41]=2[CH:45]=1.C([BH3-])#N.[Na+]>>[F:36][C:37]1[CH:38]=[C:39]([C:46]([CH3:69])([CH3:68])[CH2:47][C:48]([OH:67])([C:63]([F:66])([F:64])[F:65])[CH2:49][NH:50][C:51]2[C:60]([Cl:61])=[CH:59][CH:58]=[C:57]3[C:52]=2[CH:53]=[CH:54][C:55]([CH3:62])=[N:56]3)[C:40]2[O:44][CH2:43][CH2:42][C:41]=2[CH:45]=1

Participants

5

Reactant 4

HCID 5003444Sodium cyanoborohydrideHCID 155717736-Chloro-2-methylquinolin-5-amineHCID 441849894-(2,3-Dihydro-5-fluoro-7-benzofuranyl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentanalHCID 68854139HCID 68854139, compound

Product 1

HCID 11504215HCID 11504215, compound

Procedure

Analogously to Example 1, 4-(5-fluoro-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentanal is converted with 5-amino-6-chloro-2-methylquinoline into 5-[4-(5-fluoro-2,3-dihydrobenzofuran-7-yl)-2-hydroxy-4-methyl-2-trifluoromethyl-pentylidenamino]-6-chloro-2-methylquinoline, which is reduced with sodium cyanoborohydride to the product.

Sources & evidence

ORD record
ord-6a75d41b43cd4be895d3ed900c27f0b7
Source dataset
uspto-grants-2008_08
Patent number
US07417056B2

Reaction notes

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