2-Bromo-1,1-dimethoxyethane → HCID 178461078, compound

HRID 1850861Notes

Reaction equation

C(OC(=O)[NH:10]/[C:11](/[N:23]1[CH2:32][CH2:31][C:30]2[C:25](=[CH:26][C:27]([O:33][CH2:34][CH2:35][NH:36][S:37]([CH2:40][CH2:41][CH3:42])(=[O:39])=[O:38])=[CH:28][CH:29]=2)[CH:24]1[C:43]1([C:47]2[CH:52]=[CH:51][C:50]([F:53])=[CH:49][CH:48]=2)[CH2:46][CH2:45][CH2:44]1)=[N:12]\C(=O)OCC1C=CC=CC=1)C1C=CC=CC=1.C[O-].[Na+].Br[CH2:59][CH:60]([O:63][CH3:64])[O:61][CH3:62]>C(O)C>[CH3:62][O:61][CH:60]([O:63][CH3:64])[CH2:59][NH:10][C:11]([N:23]1[CH2:32][CH2:31][C:30]2[C:25](=[CH:26][C:27]([O:33][CH2:34][CH2:35][NH:36][S:37]([CH2:40][CH2:41][CH3:42])(=[O:38])=[O:39])=[CH:28][CH:29]=2)[CH:24]1[C:43]1([C:47]2[CH:52]=[CH:51][C:50]([F:53])=[CH:49][CH:48]=2)[CH2:46][CH2:45][CH2:44]1)=[NH:12]

Participants

Conditions

Temperature: 120 °C

Procedure

1-[1-(4-Fluorophenyl)cyclobutyl]-7-{2-[(propylsulfonyl)amino]ethoxy}-3,4-dihydroisoquinoline-2(1H)-carboximidamide acetate (140 mg, 0.255 mmol, cf. example 72) was suspended in ethanol (2 mL). Sodium methylate (138 mg, 0.142 mmol) and 2-bromo-1,1-dimethoxyethane (65 mg, 0.383 mmol) were added. The reaction mixture was stirred at 120° C. in the microwave (80 W) for 80 min. The solvent was evaporated in vacuo and the crude product was used without further purification for the next step.

Workup

customThe solvent was evaporated in vacuo
customthe crude product was used without further purification for the next step

Sources & evidence

ORD record: ord-dac8a291d0854f5c9f171daba5b74ca5
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08957089B2

Reaction notes

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