Benzhydrylamine → N2,N4-bis(diphenylmethyl)-5-fluoro-2,4-pyrimidinediamine

HRID 528182Notes

Reaction equation

HRID 528182 reaction equation
[C:1]1([CH:7]([NH2:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[C:16]1[N:21]=[C:20](Cl)[C:19]([F:23])=[CH:18][N:17]=1>>[C:1]1([CH:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:14][C:16]2[N:21]=[C:20]([NH:14][CH:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:19]([F:23])=[CH:18][N:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 7036BenzhydrylamineHCID 2507052,4-Dichloro-5-fluoropyrimidine

Product 1

HCID 22061165N2,N4-bis(diphenylmethyl)-5-fluoro-2,4-pyrimidinediamine

Procedure

In like manner to the preparation of N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, 1,1-diphenyl methylamine and 2,4-dichloro-5-fluoropyrimidine were reacted to produce N2,N4-bis(diphenylmethyl)-5-fluoro-2,4-pyrimidinediamine. 1H NMR (CDCl3): δ 7.91 (d, 1H, J=2.3 Hz), 7.39-7.25 (m, 20H), 6.51 (d, 1H, J=8.2 Hz), 5.77 (d, 1H, J=7.0 Hz); LCMS: ret. time: 33.46 min.; purity: 92%; MS (m/e): 461 (MH+).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-cf8dcb73ba6d439ea83de033be93fd84
Source dataset
uspto-grants-2016_05
Patent number
US09346765B2

Reaction notes

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