Sodium Hydroxide → HCID 68703650, compound

HRID 2242865Notes

Reaction equation

C([O:3][C:4](=[O:30])[CH2:5][CH2:6][CH2:7][N:8]([CH2:10][CH2:11][CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:28]([Cl:29])=[C:27]3[C:22]([CH:23]=[CH:24][CH:25]=[CH:26]3)=[N:21]2)=[CH:16][CH:15]=1)[CH3:9])C.[OH-].[Na+]>>[ClH:29].[Cl:29][C:28]1[N:20]([C:17]2[CH:16]=[CH:15][C:14]([O:13][CH2:12][CH2:11][CH2:10][N:8]([CH3:9])[CH2:7][CH2:6][CH2:5][C:4]([OH:30])=[O:3])=[CH:19][CH:18]=2)[N:21]=[C:22]2[C:27]=1[CH:26]=[CH:25][CH:24]=[CH:23]2

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 68708404HCID 68708404, compound

Product 1

HCID 68703650HCID 68703650, compoundYield 48.9%

Procedure

The title compound was prepared from the product of step 1 (0.1 g, 0.28 mmol) and NaOH (50% in water, 0.080 g, 1.0 mmol) using the procedure of step 2 of the Example 3 to provide the title compound (30 mg, 30%)as a hydrochloride salt. 1H NMR (400 MHz, DMSO) δ 7.68-7.62 (m, 4H), 7.43-7.38 (m, 1H), 7.28 (d, J=8.8 Hz, 2H), 7.17 (m, 1H), 7.05 (d, J=8.8 Hz, 2H), 4.23 (t, J=5 Hz, 2H), 3.33 (br t, J=8.8 Hz, 2H), 3.17 (br t, J=8 Hz, 2H), 2.86 (s, 3H), 2.53 (t, J=6.4 Hz, 2H), 2.45 (m, 2H), 2.15 (m, 2H) LC/MS (APCI) m/z: 98%.

Sources & evidence

ORD record: ord-e94e49b6aa0f4a28ae74275c4f27e8b3
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07674802B2

Reaction notes

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