Propargyl alcohol → HCID 22314011, compound

HRID 270436Notes

Reaction equation

Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][C:15]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]([CH2:25][CH2:26][O:27][Si](C(C)(C)C)(C)C)[CH2:23][CH3:24])=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:4][CH:3]=1.[CH2:35]([OH:38])[C:36]#[CH:37]>>[CH2:23]([N:22]([CH2:25][CH2:26][OH:27])[CH2:21][CH2:20][CH2:19][CH2:18][O:17][C:15]1[CH:14]=[CH:13][C:12]2[C:8]([C:5]3[CH:6]=[CH:7][C:2]([C:37]#[C:36][CH2:35][OH:38])=[CH:3][CH:4]=3)=[N:9][S:10][C:11]=2[CH:16]=1)[CH3:24]

Participants

Reactant 2

HCID 7859Propargyl alcohol

HCID 22314099HCID 22314099, compound

Product 1

HCID 22314011HCID 22314011, compound

Procedure

In analogy to example 36.1, {4-[3-(4-Bromo-phenyl)-benzo[d]isothiazol-6-yloxy]-butyl}-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-ethyl-amine and 2-Propyn-1-ol were converted to yield 3-[4-(6-{4-[Ethyl-(2-hydroxy-ethyl)-amino]-butoxy}-benzo[d]isothiazol-3-yl)-phenyl]-prop-2-yn-1-ol as yellow oil, MS: 425 (MH+).

Sources & evidence

ORD record: ord-87843cbecce14b22a6cdca1404a43e6d
Source dataset: uspto-grants-2008_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07449483B2

Reaction notes

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