4-Chloro-3-fluorophenylboronic Acid → HCID 71811699, compound

HRID 714079Notes

Reaction equation

HRID 714079 reaction equation
Br[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH:7]([NH:12][C:13](=[O:16])[CH2:14][CH3:15])[C:6]=2[CH:5]=[N:4][CH:3]=1.[Cl:17][C:18]1[CH:23]=[CH:22][C:21](B(O)O)=[CH:20][C:19]=1[F:27]>>[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:2]2[C:11]3[CH2:10][CH2:9][CH2:8][CH:7]([NH:12][C:13](=[O:16])[CH2:14][CH3:15])[C:6]=3[CH:5]=[N:4][CH:3]=2)=[CH:20][C:19]=1[F:27]

Participants

3

Reactant 2

HCID 27786564-Chloro-3-fluorophenylboronic AcidHCID 86685953N-(4-Bromo-5,6,7,8-tetrahydroisoquinolin-8-yl)propionamide

Product 1

HCID 71811699HCID 71811699, compoundYield 83%

Procedure

In analogy to the procedure described for the preparation of example 1, (rac)-N-(4-bromo-5,6,7,8-tetrahydroisoquinolin-8-yl)propionamide (intermediate A-1) was reacted with 4-chloro-3-fluorophenylboronic acid to give the title compound as light brown foam in 83% yield. MS: 333.4 (M+H+, 1Cl).

Sources & evidence

ORD record
ord-0d43d12749e24ad2b00df0e1d8affeb7
Source dataset
uspto-grants-2015_11
Patent number
US09187429B2

Reaction notes

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