3-chloro-6-(3,6-dihydro-1(2H)-pyridinyl)Pyridazine → HCID 44132906, compound

HRID 79237Notes

Reaction equation

HRID 79237 reaction equation
[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([NH2:15])[N:13]=[CH:14][C:9]=3[C:8]3[CH:16]=[CH:17][N:18]=[CH:19][C:7]2=3)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:21]1[N:22]=[N:23][C:24]([N:27]2[CH2:32][CH:31]=[CH:30][CH2:29][CH2:28]2)=[CH:25][CH:26]=1>>[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([NH:15][C:21]4[N:22]=[N:23][C:24]([N:27]5[CH2:28][CH:29]=[CH:30][CH2:31][CH2:32]5)=[CH:25][CH:26]=4)[N:13]=[CH:14][C:9]=3[C:8]3[CH:16]=[CH:17][N:18]=[CH:19][C:7]2=3)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 66188483-chloro-6-(3,6-dihydro-1(2H)-pyridinyl)PyridazineHCID 582995859-Cyclopentyl-9H-pyrido[4',3':4,5]pyrrolo[2,3-d]pyrimidin-2-amine

Product 1

HCID 44132906HCID 44132906, compoundYield 20%

Procedure

Compound 409 was prepared from compound 4 and compound 410 using chemistry similar to that described in example 1. The yield is 20%. 1H NMR (500 MHz, CD3OD) δ ppm 9.68 (1 H, d, J=1.5 Hz), 9.36 (1 H, s), 9.36 (1 H, d, J=0.5 Hz), 8.69 (3 H, t, J=2.2 Hz), 8.60-8.72 (1 H, m), 8.22 (1 H, d, J=10.5 Hz), 8.08 (1 H, dd, J=10.0, 1.0 Hz), 6.02-6.09 (1 H, m, J=8.1, 4.1, 4.1, 2.0 Hz), 5.89 (1 H, dddd, J=8.4, 3.4, 3.3, 1.5 Hz), 5.50 (2 H, t, J=8.8 Hz), 4.17 (3 H, qd, J=2.7, 2.6 Hz), 3.87 (3 H, t, J=5.7 Hz), 2.47-2.60 (3 H, m), 2.37-2.43 (2 H, m, J=6.1, 6.1, 3.5, 2.2 Hz), 2.15-2.35 (7 H, m), 1.87-1.99 (3 H, m); LCMS-ESI (POS), M/Z, M+1: Found 413.2, Calculated 413.2.

Sources & evidence

ORD record
ord-d833205bad73447abe71a03666225fd7
Source dataset
uspto-grants-2014_09
Patent number
US08841312B2

Reaction notes

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