Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 10032146, compound

HRID 2217139Notes

Reaction equation

HRID 2217139 reaction equation
[P:1]([O:13][CH2:14][C@@H:15]1[CH2:19][CH2:18][CH2:17][N:16]1[CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:33]=[C:32]2[C:27]([C:28]([NH:34][C:35]3[S:36][C:37]([CH2:40][C:41]([NH:43][C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=4[F:50])=[O:42])=[CH:38][N:39]=3)=[N:29][CH:30]=[N:31]2)=[CH:26][C:25]=1[O:51][CH3:52])([O:8]C(C)(C)C)([O:3]C(C)(C)C)=[O:2].C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>>[P:1]([OH:3])([OH:8])([O:13][CH2:14][C@@H:15]1[CH2:19][CH2:18][CH2:17][N:16]1[CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:33]=[C:32]2[C:27]([C:28]([NH:34][C:35]3[S:36][C:37]([CH2:40][C:41]([NH:43][C:44]4[CH:49]=[CH:48][CH:47]=[CH:46][C:45]=4[F:50])=[O:42])=[CH:38][N:39]=3)=[N:29][CH:30]=[N:31]2)=[CH:26][C:25]=1[O:51][CH3:52])=[O:2]

Participants

3

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 91052232HCID 91052232, compound

Product 1

HCID 10032146HCID 10032146, compoundYield 100.6%

Procedure

An analogous reaction to that described in example 28 but starting with di(tert-butyl) ((2S)-1-(3-((4-((5-(2-((2-fluorophenyl)amino)-2-oxoethyl)-1,3-thiazol-2-yl)amino)-6-methoxyquinazolin-7-yl)oxy)propyl)pyrrolidin-2-yl)methyl phosphate (612 mg, 0.81 mmol) yielded the title compound (527 mg, 86% yield) as a yellow dihydrochloride salt:

Workup

  1. customAn analogous reaction to

Sources & evidence

ORD record
ord-205425ab65754c62bc1dbf5a4dd1ba9e
Source dataset
uspto-grants-2008_08
Patent number
US07407946B2

Reaction notes

Loading…