Phenol → 7-(Phenyloxy)-1-heptanol

HRID 2301356Notes

Reaction equation

C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H](N5C=C(C(N)=O)CC=C5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3O)C=2N=1.[C:45]1([OH:51])[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1.Br[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][OH:60]>>[C:45]1([O:51][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][OH:60])[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1

Participants

Reactant 3

HCID 996Phenol

HCID 662841-Heptanol, 7-bromo-

HCID 439153Nadh

Product 1

HCID 158562647-(Phenyloxy)-1-heptanol

Procedure

In a further aspect, the invention provides a method of making a bacterial NAD synthetase inhibitor compound comprising the steps of: a. alkylating a phenol with 7-bromo-1-heptanol to provide 7-(phenyloxy)-1-heptanol; b. mesylating 7-(phenyloxy)-1-heptanol to provide 7-(phenyloxy)-1-heptyl methanesulfonate; c. esterifying 7-(phenyloxy)-1-heptyl-methanesulfonate to provide 7-phenyloxy)-1-heptyl nicotinate; and d. n-methylating 7-(phenyloxy)-1-heptyl nicotinate to provide [7-(phenyloxy)-1-heptyl-(N-methyl)nictotinate]iodide.

Workup

customIn a further aspect, the invention provides a method

Sources & evidence

ORD record: ord-fee07ee54cf24339a54131fbea8db309
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500852B1

Reaction notes

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