Methylamine hydrochloride → HCID 22060510, compound

HRID 1960918Notes

Reaction equation

Cl.[CH3:2][NH2:3].C[O:5][C:6]([CH:8]1[CH2:12][C:11]2[CH:13]=[C:14]([NH:17][C:18]3[N:23]=[C:22]([NH:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([O:31][C:32]([F:35])([F:34])[F:33])[CH:26]=4)[C:21]([F:36])=[CH:20][N:19]=3)[CH:15]=[CH:16][C:10]=2[O:9]1)=O>>[CH3:2][NH:3][C:6]([CH:8]1[CH2:12][C:11]2[CH:13]=[C:14]([NH:17][C:18]3[N:23]=[C:22]([NH:24][C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([O:31][C:32]([F:34])([F:35])[F:33])[CH:26]=4)[C:21]([F:36])=[CH:20][N:19]=3)[CH:15]=[CH:16][C:10]=2[O:9]1)=[O:5]

Participants

Reactant 2

HCID 6364545Methylamine hydrochloride

HCID 22060758(+/-)-N2-(2,3-dihydro-2-methoxycarbonylbenzofuran-5-y1)-5-fluoro-N4-(3-trifluoromethoxyphenyl)-2,4-pyrimidinediamine

Product 1

HCID 22060510HCID 22060510, compound

Procedure

In like manner to the preparation of (±)-N4-(3,4-difluorophenyl)-5-fluoro-N2-[2-(N-methylamino)carbonyl-2,3-dihydrobenzofuran-5-yl]-2,4-pyrimidinediamine, the reaction of methyl amine Hydrogen Chloride with (±)-N2-(2,3-dihydro-2-methoxycarbonylbenzofuran-5-yl)-5-fluoro-N4-(3-trifluoromethoxyphenyl)-2,4-pyrimidinediamine gave (±)-N2-[2,3-dihydro-(N-methylamino)carbonylbenzofuran-5-yl]-5-fluoro-N4-(3-trifluoromethoxyphenyl)-2,4-pyrimidinediamine. LCMS: purity: 94%; MS (m/e): 464 (MH+).

Workup

customIn like manner to the preparation of (±)-N4-(3,4-difluorophenyl)-5-fluoro-N2-[2-(N-methylamino)carbonyl-2,3-dihydrobenzofuran-5-yl]-2,4-pyrimidinediamine

Sources & evidence

ORD record: ord-3e9813637e6445b1b054b653a9d3d3b8
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08410266B2

Reaction notes

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