Formaldehyde → 1-[4'-(3-Methyl-4-{[methyl-(2-phenyl-propyl)-amino]-methyl}-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

HRID 1528821Notes

Reaction equation

[C:1](O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH2:15]([O:17][C:18]([C:20]1([C:23]2[CH:28]=[CH:27][C:26]([C:29]3[CH:34]=[CH:33][C:32]([C:35]4[O:39][N:38]=[C:37]([CH3:40])[C:36]=4[CH2:41][NH:42][CH2:43][CH:44]([C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=4)[CH3:45])=[CH:31][CH:30]=3)=[CH:25][CH:24]=2)[CH2:22][CH2:21]1)=[O:19])[CH3:16].C=O>>[CH2:15]([O:17][C:18]([C:20]1([C:23]2[CH:24]=[CH:25][C:26]([C:29]3[CH:34]=[CH:33][C:32]([C:35]4[O:39][N:38]=[C:37]([CH3:40])[C:36]=4[CH2:41][N:42]([CH3:1])[CH2:43][CH:44]([C:46]4[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=4)[CH3:45])=[CH:31][CH:30]=3)=[CH:27][CH:28]=2)[CH2:21][CH2:22]1)=[O:19])[CH3:16]

Participants

Reactant 3

HCID 712Formaldehyde

HCID 5049666Sodium triacetoxyborohydride

HCID 665772751-(4'-{3-Methyl-4-[(2-phenyl-propylamino)-methyl]-isoxazol-5-yl}-biphenyl-4-yl)-cyclopropanecarboxylic acid ethyl ester

Product 1

HCID 665782561-[4'-(3-Methyl-4-{[methyl-(2-phenyl-propyl)-amino]-methyl}-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarboxylic acid ethyl ester

Procedure

Prepared according to the procedure described in Example 67, Step 1, using sodium triacetoxyborohydride instead of sodium borohydride and the following starting materials: 1-(4′-{3-methyl-4-[(2-phenyl-propylamino)-methyl]-isoxazol-5-yl}-biphenyl-4-yl)-cyclopropanecarboxylic acid ethyl ester and formaldehyde.

Workup

customPrepared

Sources & evidence

ORD record: ord-545eb7d7d72a4c19961df42d7ae8fb9d
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09090573B2

Reaction notes

Loading…