1,3-Dimethyl-1H-pyrazol-5-amine → N-(1,3-Dimethylpyrazol-4-yl)-5-fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)benzoylamino]benzamide

HRID 644253Notes

Reaction equation

HRID 644253 reaction equation
Cl.[CH3:2][N:3]1[CH:7]=[C:6]([NH:8][C:9](=[O:39])[C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=2[NH:17][C:18](=[O:38])[C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)=[CH:21][C:20]=2[O:30][CH:31]2[CH2:36][CH2:35][N:34]([CH3:37])[CH2:33][CH2:32]2)[C:5]([CH3:40])=[N:4]1.FC1C=CC2N=C(C3C=CC(N4CCCC4)=CC=3OC3CCN(C)CC3)OC(=O)C=2C=1.NC1N(C)N=C(C)C=1>>[CH3:2][N:3]1[CH:7]=[C:6]([NH:8][C:9](=[O:39])[C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:11]=2[NH:17][C:18](=[O:38])[C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH2:26][CH2:27][CH2:28][CH2:29]3)=[CH:21][C:20]=2[O:30][CH:31]2[CH2:36][CH2:35][N:34]([CH3:37])[CH2:33][CH2:32]2)[C:5]([CH3:40])=[N:4]1

Participants

4

Reactant 3

HCID 5207211,3-Dimethyl-1H-pyrazol-5-amineHCID 578608426-Fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)phenyl]-4H-3,1-benzoxazin-4-oneHCID 68534027N-(1,3-dimethylpyrazol-4-yl)-5-fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)benzoylamino]benzamide hydrochloride

Product 1

HCID 57860919N-(1,3-Dimethylpyrazol-4-yl)-5-fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)benzoylamino]benzamide

Procedure

Using methods substantially equivalent to those described in Example 118, N-(1,3-dimethylpyrazol-4-yl)-5-fluoro-2-[2-(1-methylpiperidin-4-yloxy)-4-(pyrrolidin-1-yl)benzoylamino]benzamide hydrochloride was prepared from 6-fluoro-2-[4-(pyrrolidin-1-yl)-2-(1-methylpiperidin-4-yloxy)phenyl]-4H-3,1-benzoxazin-4-one and 5-amino-1,3-dimethylpyrazole.

Sources & evidence

ORD record
ord-f4dda8d3dcdf4f3c87579a4a04d4646b
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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