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(6-Benzyl-2-pyridyl)methanol → (6-Benzyl-2-pyridyl)methyl 2-(2-benzothienyl)-3-methylbutanoate

HRID 27939
Notes
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Reaction equation

HRID 27939 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([OH:13])=[O:12].[Cl:17][C:18]1[CH:19]=[CH:20][C:21]2[S:25][C:24]([CH:26]([CH:30]([CH3:32])[CH3:31])[C:27]([OH:29])=[O:28])=[CH:23][C:22]=2[CH:33]=1.[CH2:34]([C:41]1[N:46]=[C:45]([CH2:47]O)[CH:44]=[CH:43][CH:42]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]([CH:14]([CH3:16])[CH3:15])[C:11]([O:13][CH2:47][C:45]1[CH:44]=[CH:43][CH:42]=[C:41]([CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[N:46]=1)=[O:12].[Cl:17][C:18]1[CH:19]=[CH:20][C:21]2[S:25][C:24]([CH:26]([CH:30]([CH3:31])[CH3:32])[C:27]([O:29][CH2:47][C:45]3[CH:44]=[CH:43][CH:42]=[C:41]([CH2:34][C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[N:46]=3)=[O:28])=[CH:23][C:22]=2[CH:33]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 20293444(6-Benzyl-2-pyridyl)methanolHCID 233403922-(1-Benzothiophen-2-yl)-3-methylbutanoic acidHCID 542046732-(5-Chloro-2-benzothienyl)-3-methylbutanoic acid

Product 2

HCID 53850073(6-Benzyl-2-pyridyl)methyl 2-(2-benzothienyl)-3-methylbutanoateHCID 54158334(6-Benzyl-2-pyridyl)methyl 2-(5-chloro-2-benzothienyl)-3-methylbutanoate

Procedure

Following the procedure of Example 12, the acid chloride of each of 2-(2-benzothienyl)-3-methylbutanoic acid and 2-(5-chloro-2-benzothienyl)-3-methylbutanoic acid is reacted with (6-benzyl-2-pyridyl)methanol to yield (6-benzyl-2-pyridyl)methyl 2-(2-benzothienyl)-3-methylbutanoate and (6-benzyl-2-pyridyl)methyl 2-(5-chloro-2-benzothienyl)-3-methylbutanoate.

Sources & evidence

ORD record
ord-c91bd780110d478faf6ee7c6958d7f87
Source dataset
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04224330

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes