Diisopropylethylamine → HCID 178493415, compound

HRID 502435Notes

Reaction equation

HRID 502435 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]=[C:16]([O:18][CH2:19][C:20]2[NH:24][N:23]=[N:22][N:21]=2)[CH:17]=1)[C:6]([NH:8][CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)=[O:7].[CH:25]([O:28][C:29]1[CH:30]=[C:31]([CH:34]=[C:35]([O:37][CH:38]([CH3:40])[CH3:39])[CH:36]=1)[CH:32]=O)([CH3:27])[CH3:26].C([BH3-])#N.[Na+].C(N(C(C)C)C(C)C)C>C(O)C.C(O)(=O)C>[CH:38]([O:37][C:35]1[CH:34]=[C:31]([CH:30]=[C:29]([O:28][CH:25]([CH3:27])[CH3:26])[CH:36]=1)[CH2:32][N:12]1[CH2:11][CH2:10][CH:9]([NH:8][C:6](=[O:7])[C:5]2[CH:15]=[C:16]([O:18][CH2:19][C:20]3[NH:21][N:22]=[N:23][N:24]=3)[CH:17]=[C:3]([O:2][CH3:1])[CH:4]=2)[CH2:14][CH2:13]1)([CH3:39])[CH3:40]

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 5003444Sodium cyanoborohydrideHCID 113106053,5-diisopropoxybenzaldehydeHCID 178493414HCID 178493414, compound

Product 1

HCID 178493415HCID 178493415, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

In analogy to the procedure described in example 50k), 3-methoxy-N-piperidin-4-yl-5-(1H-tetrazol-5-ylmethoxy)-benzamide (example 170c) was reacted with 3,5-diisopropoxy-benzaldehyde (example 126b), sodium cyanoborohydride, N-ethyl-diisopropylamine and acetic acid in ethanol at 50° C. to yield the title compound as off-white solid. MS: 539.4 (MH+).

Sources & evidence

ORD record
ord-c82f7570e3ed41989e7ad4fac7cb24ff
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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