Dichloromethane → N-(3-(6-((dimethylamino)methyl)-4-morpholinopyrrolo[2,1-f][1,2,4]triazin-2-yl)benzyl)methanesulfonamide

HRID 63800Notes

Reaction equation

HRID 63800 reaction equation
[CH3:1][S:2](OCC1C=CC=C(C2N=C(N3CCOCC3)C3=CC(CN(C)C)=CN3N=2)C=1)(=[O:4])=[O:3].[NH2:32][CH2:33][C:34]1[CH:35]=[C:36]([C:40]2[N:45]=[C:44]([N:46]3[CH2:51][CH2:50][O:49][CH2:48][CH2:47]3)[C:43]3=[CH:52][C:53]([CH2:55][N:56]([CH3:58])[CH3:57])=[CH:54][N:42]3[N:41]=2)[CH:37]=[CH:38][CH:39]=1.ClCCl>CO>[CH3:57][N:56]([CH2:55][C:53]1[CH:52]=[C:43]2[N:42]([CH:54]=1)[N:41]=[C:40]([C:36]1[CH:35]=[C:34]([CH:39]=[CH:38][CH:37]=1)[CH2:33][NH:32][S:2]([CH3:1])(=[O:4])=[O:3])[N:45]=[C:44]2[N:46]1[CH2:47][CH2:48][O:49][CH2:50][CH2:51]1)[CH3:58]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 117988030HCID 117988030, compoundHCID 117988239HCID 117988239, compound

Product 1

HCID 72549553N-(3-(6-((dimethylamino)methyl)-4-morpholinopyrrolo[2,1-f][1,2,4]triazin-2-yl)benzyl)methanesulfonamideYield 26.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Compound I-26 was prepared by the method which was identical with that for preparing compound 19, wherein compound 20 (37 mg, 0.1 mmol) was used as the starting material. Light yellow solid (12 mg, 26.7%) were obtained by a preparative plate (dichloromethane:methanol=8:1). m.p. 238-240° C. 1H NMR (300 MHz, CDCl3): δ 8.20 (s, 1H), 8.19 (d, J=7.1 Hz, 1H), 7.60 (s, 1H), 7.47-7.38 (m, 2 H), 6.88 (s, 1H), 4.41 (s, 2H), 4.02 (br, s, 4H), 3.81 (t, J=4.4 Hz, 4H), 2.95 (s, 2H), 2.94 (s, 3H), 2.87 (s, 1H), 2.51 (s, 6H). MS (EI) m/e (%): 444 (M+, 16).

Workup

  1. customCompound I-26 was prepared by the method which

Sources & evidence

ORD record
ord-79e071e497a8404082d038bc04e7b74b
Source dataset
uspto-grants-2016_09
Patent number
US09447101B2

Reaction notes

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