1H-Imidazole-1-propanamine → HCID 59987501, compound

HRID 658501Notes

Reaction equation

HRID 658501 reaction equation
N1([CH2:6][CH2:7][CH2:8][NH:9][C:10]([C:12]2[CH:17]=[C:16]([O:18][C:19]3[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:28][C:29]4[CH:42]=[CH:41][C:32]5OC(F)(F)OC(F)(F)[C:31]=5[CH:30]=4)=[O:27])=[CH:21][CH:20]=3)[CH:15]=[CH:14][N:13]=2)=[O:11])C=CN=C1.NCCCN1C=CN=C1.[CH3:52][N:53]1C2C(=CC(NC(NC3C=CC(OC4C=CN=C(C(N)=O)C=4)=CC=3)=O)=CC=2)[CH:55]=[N:54]1.FC1(F)OC2C=CC(NC(NC3C=CC(OC4C=CN=C(C(OC)=O)C=4)=CC=3)=O)=CC=2C(F)(F)O1>>[CH:8]1([NH:9][C:10]([C:12]2[CH:17]=[C:16]([O:18][C:19]3[CH:24]=[CH:23][C:22]([NH:25][C:26]([NH:28][C:29]4[CH:30]=[C:31]5[C:32](=[CH:41][CH:42]=4)[N:54]([CH3:55])[N:53]=[CH:52]5)=[O:27])=[CH:21][CH:20]=3)[CH:15]=[CH:14][N:13]=2)=[O:11])[CH2:6][CH2:7]1

Participants

5

Reactant 4

HCID 787361H-Imidazole-1-propanamineHCID 59987457HCID 59987457, compoundHCID 60125955HCID 60125955, compoundHCID 69762096HCID 69762096, compound

Product 1

HCID 59987501HCID 59987501, compound

Procedure

The title compound was prepared in the same manner described for N-[3-(1H-imidazol-1-yl)propyl]-4-[4-({[(2,2,4,4-tetrafluoro-4H-1,3-benzodioxin-6-yl)amino]carbonyl}-amino)phenoxy]pyridine-2-carboxamide, substituting cyclopropylamine for 1-(3-aminopropyl)imidazole and 4-[4-({[(1-methyl-1H-indazol-5-yl)amino]-carbonyl}amino)-phenoxy]pyridine-2-carboxamide for methyl 4-[4-({[(2,2,4,4-tetrafluoro-4H-1,3-benzodioxin-6-yl)amino]carbonyl}amino)phenoxy]pyridine-2-carboxylate. 1H-NMR (MeOH-d4/CD2Cl2) δ 8.42 (d, J=5.5 Hz, 1H), 7.92 (s, 1H), 7.88 (d, J=2.0 Hz, 1H), 7.45-7.57 (m, 5H), 7.08 (m, 2H), 7.02 (dd, J=5.5, 2.6 Hz, 1H), 4.04 (s, 3H), 2.84 (m, 1H), 0.81 (m, 2H), 0.65 (m, 2H); MS LC-MS [M+H]+=443.2, RT=2.51 min.

Sources & evidence

ORD record
ord-3676deb260ee4d31b894e8e231912f26
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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