Isopropanol → HCID 89907953, compound

HRID 923980Notes

Reaction equation

HRID 923980 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8].[NH:23]1[CH2:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.CC(O)C.CCN(C(C)C)C(C)C>O>[Br:1][C:2]1[C:3]([N:23]2[CH2:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8]

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 68163Hexahydro-1,4-diazepineHCID 81531DiisopropylethylamineHCID 867025955-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide

Product 1

HCID 89907953HCID 89907953, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-bromo-6-chloro-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 12.2, 198 mg, 0.50 mmol), 1,4-diazepane (60.2 mg, 0.60 mmol), iPrOH (2 mL) and DIPEA (0.171 mL, 0.129 g, 2.0 mmol) were subjected to MW irradiation 140° C. for 80 min. The vial was cooled to RT and the RM was poured into water (40 mL) to give a suspension. The supernatant was decanted off and the residue was dried under vacuum to afford the title compound. UPLC-MS (Condition 8) tR=1.15 min, m/z=459.1/461.1 [M+H]+, m/z=457.1/459.1 [M−H]−.

Workup

  1. customwere subjected to MW irradiation 140° C. for 80 min
  2. customto give a suspension
  3. customThe supernatant was decanted off
  4. customthe residue was dried under vacuum

Sources & evidence

ORD record
ord-894d9b33fbde44969c37830b1cfb4b71
Source dataset
uspto-grants-2016_03
Patent number
US09278981B2

Reaction notes

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