Sodium Hydroxide → HCID 57810539, compound

HRID 2106492Notes

Reaction equation

HRID 2106492 reaction equation
[CH2:1]([C:3]([C:21]1[O:22][C:23]2[CH:29]=[CH:28][C:27]([C:30](O)=[O:31])=[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].Cl.C([O:36][C:37](=[O:41])[CH2:38][NH:39][CH3:40])C.[OH-].[Na+]>>[CH2:4]([C:3]([C:21]1[O:22][C:23]2[CH:29]=[CH:28][C:27]([C:30]([N:39]([CH2:38][C:37]([OH:41])=[O:36])[CH3:40])=[O:31])=[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])([CH3:16])[CH3:17])=[C:8]([CH3:20])[CH:7]=1)[CH2:1][CH3:2])[CH3:5]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 171173Ethyl N-methylaminoacetate hydrochlorideHCID 11259190HCID 11259190, compound

Product 1

HCID 57810539HCID 57810539, compound

Procedure

2-{1-Ethyl-1-[4-(2-hydroxy-3,3-dimethyl-butoxy)-3-methyl-phenyl]-propyl}-benzofuran-5-carboxylic acid (152 mg, 346 mmol) HATU (145 mg, 380 mmol) DIEA (0.35 ml, 2.07 mmol) and sarcosine ethyl ester hydrochloride (63 mg, 0.415 mmol) are reacted followed by base hydrolysis with 2N NaOH in an analogous manner to example E from to yield (78 mg, 56%). MS (ES) m/e: 508.3 (M−1)

Workup

  1. customto yield (78 mg, 56%)

Sources & evidence

ORD record
ord-9f4566a6f6e74ec59e8e2df099605f39
Source dataset
uspto-grants-2009_08
Patent number
US07579488B2

Reaction notes

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