Sodium Hydroxide → HCID 57810558, compound

HRID 2106491Notes

Reaction equation

HRID 2106491 reaction equation
[CH2:1]([C:3]([C:21]1[O:22][C:23]2[CH:29]=[C:28]([C:30](O)=[O:31])[CH:27]=[CH:26][C:24]=2[CH:25]=1)([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH:14]([OH:19])[C:15]([CH3:18])([CH3:17])[CH3:16])=[C:8]([CH3:20])[CH:7]=1)[CH2:4][CH3:5])[CH3:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.Cl.C([O:69][C:70](=[O:74])[CH2:71][NH:72][CH3:73])C.[OH-].[Na+]>>[CH2:1]([C:3]([C:21]1[O:22][C:23]2[CH:29]=[C:28]([C:30]([N:72]([CH2:71][C:70]([OH:69])=[O:74])[CH3:73])=[O:31])[CH:27]=[CH:26][C:24]=2[CH:25]=1)([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH:14]([OH:19])[C:15]([CH3:17])([CH3:18])[CH3:16])=[C:8]([CH3:20])[CH:7]=1)[CH2:4][CH3:5])[CH3:2]

Participants

6

Reactant 5

HCID 14798Sodium HydroxideHCID 81531DiisopropylethylamineHCID 171173Ethyl N-methylaminoacetate hydrochlorideHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 11305195HCID 11305195, compound

Product 1

HCID 57810558HCID 57810558, compound

Procedure

2-{1-Ethyl-1-[4-(2-hydroxy-3,3-dimethyl-butoxy)-3-methyl-phenyl]-propyl}-benzofuran-6-carboxylic acid (115 mg, 0.262 mmol), HATU (142 mg, 0.376 mmol), DIEA (0.3 ml, 1.02 mmol), and sarcosine ethyl ester hydrochloride (48 mg, 0.314 mmol) are reacted followed by base hydrolysis with 2N NaOH in an analogous manner to example 59 from to yield (66 mg, 25%) MS (ES) m/e: 508.2 (M−1)

Workup

  1. customto yield (66 mg, 25%)

Sources & evidence

ORD record
ord-d79ff5e8b36748f79588bb6b6a45a1dc
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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