Diisopropylethylamine → HCID 68456363, compound

HRID 502470Notes

Reaction equation

HRID 502470 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:25])[CH2:6][O:7][C:8]1[CH:13]=[C:12]([C:14](=[O:22])[NH:15][CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH:11]=[C:10]([O:23][CH3:24])[CH:9]=1)[CH3:3].[CH2:26]([O:28][C:29]1[CH:34]=[C:33]([CH:35]=O)[CH:32]=[C:31]([O:37][CH2:38][CH3:39])[C:30]=1[C:40]1[CH:45]=[CH:44][C:43]([F:46])=[CH:42][CH:41]=1)[CH3:27].C([BH3-])#N.[Na+].C(N(C(C)C)C(C)C)C>C(O)C.C(O)(=O)C>[CH2:2]([O:4][C:5](=[O:25])[CH2:6][O:7][C:8]1[CH:9]=[C:10]([O:23][CH3:24])[CH:11]=[C:12]([C:14](=[O:22])[NH:15][CH:16]2[CH2:17][CH2:18][N:19]([CH2:35][C:33]3[CH:32]=[C:31]([O:37][CH2:38][CH3:39])[C:30]([C:40]4[CH:45]=[CH:44][C:43]([F:46])=[CH:42][CH:41]=4)=[C:29]([O:28][CH2:26][CH3:27])[CH:34]=3)[CH2:20][CH2:21]2)[CH:13]=1)[CH3:3]

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 5003444Sodium cyanoborohydrideHCID 593831002,6-Diethoxy-4'-fluoro-biphenyl-4-carbaldehydeHCID 68457904HCID 68457904, compound

Product 1

HCID 68456363HCID 68456363, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

In analogy to the procedure described in example 50k), [3-methoxy-5-(piperidin-4-ylcarbamoyl)-phenoxy]-acetic acid ethyl ester hydrochloride (example 250b) was reacted with 2,6-diethoxy-4′-fluoro-biphenyl-4-carbaldehyde (example 102), sodium cyanoborohydride, N-ethyl-diisopropylamine and acetic acid in ethanol at 50° C. to yield the title compound as colorless solid. MS: 609.3 (MH+).

Sources & evidence

ORD record
ord-a76e48c02c6b4a85a2f16270b80ece2c
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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