2,3-Dihydro-1-benzofuran-5-ylmethanamine → N2-[2,3-dihydrobenzo[b]furan-5-ylmethyl]-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-2,4-pyrimidinediamine

HRID 528238Notes

Reaction equation

HRID 528238 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]3[O:15][CH2:16][CH2:17][O:18][C:11]=3[CH:10]=2)[C:5]([F:19])=[CH:4][N:3]=1.[O:20]1[CH2:24][CH2:23][C:22]2[CH:25]=[C:26]([CH2:29][NH2:30])[CH:27]=[CH:28][C:21]1=2>>[O:20]1[CH2:24][CH2:23][C:22]2[CH:25]=[C:26]([CH2:29][NH:30][C:2]3[N:7]=[C:6]([NH:8][C:9]4[CH:14]=[CH:13][C:12]5[O:15][CH2:16][CH2:17][O:18][C:11]=5[CH:10]=4)[C:5]([F:19])=[CH:4][N:3]=3)[CH:27]=[CH:28][C:21]1=2

Participants

3

Reactant 2

HCID 27353672,3-Dihydro-1-benzofuran-5-ylmethanamineHCID 220603622-chloro-5-fluoro-N-(3,4-ethylenedioxyphenyl)-4-pyrimidineamine

Product 1

HCID 22061054N2-[2,3-dihydrobenzo[b]furan-5-ylmethyl]-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-2,4-pyrimidinediamine

Procedure

In like manner to the preparation of N4-(3-aminophenyl)-N2-[2-(methoxycarbonyl)-benzofurane-5-yl]-5-fluoro-2,4-pyrimidinediamine, 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine and 2,3-dihydrobenzo[b]furan-5-ylmethylamine were reacted to give N2-[2,3-dihydrobenzo[b]furan-5-ylmethyl]-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-2,4-pyrimidinediamine. LCMS: ret. time: 21.43 min.; purity: 97.5%; MS (m/e): 395.05 (MH+).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-deda994bbdbd40119bc6ab0a2dc76a77
Source dataset
uspto-grants-2016_05
Patent number
US09346765B2

Reaction notes

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