N-methylpropyn-2-ylamine → HCID 22313979, compound

HRID 270437Notes

Reaction equation

HRID 270437 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.[CH3:35][NH:36][CH2:37][C:38]#[CH:39]>>[CH2:23]([N:22]([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:39]#[C:38][CH2:37][NH:36][CH3:35])=[CH:3][CH:4]=3)=[N:9][S:10][C:11]=2[CH:16]=1)[CH2:25][CH2:26][OH:27])[CH3:24]

Participants

3

Reactant 2

HCID 96160N-methylpropyn-2-ylamineHCID 22314099HCID 22314099, compound

Product 1

HCID 22313979HCID 22313979, 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 N-Methylpropargylamine were converted to yield 2-[Ethyl-(4-{3-[4-(3-methylamino-prop-1-ynyl)-phenyl]-benzo[d]isothiazol-6-yloxy}-butyl)-amino]-ethanol as brown oil, MS: 438 (MH+).

Sources & evidence

ORD record
ord-82151cea4d194b1b90017ac590e78490
Source dataset
uspto-grants-2008_11
Patent number
US07449483B2

Reaction notes

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