1,4-Bis(dihydroquinidine)phthalazine → HCID 71556737, compound

HRID 709515Notes

Reaction equation

HRID 709515 reaction equation
[OH:1][C@H:2]([C@@H:8]([OH:35])[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=3)=[CH:20][CH:19]=2)[CH:10]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].CC[C@@H]1[C@@H]2C[C@H]([C@@H](OC3C4C(=CC=CC=4)C(O[C@@H](C4C=CN=C5C=4C=C(OC)C=C5)[C@@H]4N5C[C@H](CC)[C@@H](CC5)C4)=NN=3)C3C=CN=C4C=3C=C(OC)C=C4)N(CC2)C1>>[OH:1][C@@H:2]([C@H:8]([OH:35])[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([C:18]2[CH:19]=[CH:20][C:21]([O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:33])([F:34])[F:32])=[CH:27][N:26]=3)=[CH:22][CH:23]=2)[CH:10]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

3

Reactant 2

HCID 112172021,4-Bis(dihydroquinidine)phthalazineHCID 89545437HCID 89545437, compound

Product 1

HCID 71556737HCID 71556737, compound

Procedure

Compound 6 was prepared according the same procedure described in Example 1 for preparing compound 4 using Ad-mix-β (Aldrich) as a starting material. Compound 6 was obtained as a yellow solid (70%): 1H-NMR (400 MHz, CD3OD): δ 8.37 (s, 1H), 8.04 (1H, dd, 2.6 & 8.6 Hz), 7.64 (1H, d, 7.8 Hz), 7.43-7.51 (m, 4H), 7.25-7.28 (m, 2H), 7.04-7.14 (m, 3H), 5.03 (dd, 1H, 0.6 & 4.6 Hz), 4.41 (d, 1H, 4.6 Hz), 4.0 (q, 2H, 7.0 Hz), 1.01 (t, 3H, 7.0 Hz); LC/MS: m/z=507.1 [M+Na+](Calc: 486.4).

Workup

  1. customCompound 6 was prepared

Sources & evidence

ORD record
ord-09dec437c29847f1a0665e7aed1f0e1f
Source dataset
uspto-grants-2015_11
Patent number
US09181185B2

Reaction notes

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