tert-Butyl bromoacetate → N4-(3-aminophenyl)-N2-(3-tert-butoxycarbonylmethyleneaminophenyl)-5-fluoro-2,4-pyrimidinediamine

HRID 733896Notes

Reaction equation

HRID 733896 reaction equation
[C:1]([O:5][C:6]([CH:8]=[N:9][C:10]1[CH:11]=[C:12](C2N=C(N)N=C(N)C=2F)[CH:13]=[CH:14][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].NC1C=C([C:32]2[N:37]=[C:36]([NH2:38])[N:35]=[C:34]([NH2:39])[C:33]=2[F:40])C=CC=1.BrCC(O[C:46]([CH3:49])([CH3:48])C)=O>>[NH2:9][C:10]1[CH:15]=[C:14]([NH:39][C:34]2[C:33]([F:40])=[CH:32][N:37]=[C:36]([NH:38][C:12]3[CH:13]=[CH:14][CH:15]=[C:10]([N:9]=[CH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH:11]=3)[N:35]=2)[CH:49]=[CH:46][CH:48]=1

Participants

4

Reactant 3

HCID 79177tert-Butyl bromoacetateHCID 86600715HCID 86600715, compoundHCID 86600716HCID 86600716, compound

Product 1

HCID 22060994N4-(3-aminophenyl)-N2-(3-tert-butoxycarbonylmethyleneaminophenyl)-5-fluoro-2,4-pyrimidinediamine

Procedure

In like manner to the preparation of N2,N4-bis(3-tert-butoxycarbonylmethyleneaminophenyl-5-fluoro-2,4-pyrimidinediamine, N2,N4-bis(3-aminophenyl-5-fluoro-2,4-pyrimidinediamine and tert-butyl bromoacetate were reacted together to give N4-(3-aminophenyl)-N2-(3-tert-butoxycarbonylmethyleneaminophenyl)-5-fluoro-2,4-pyrimidinediamine. LCMS: ret. time: 18.33 min.; purity: 94.5%; MS (m/e): 369.09 (MH+).

Workup

  1. customwere reacted together

Sources & evidence

ORD record
ord-e4cfdb7e5d7840c695af0d02ef9ef1f1
Source dataset
uspto-grants-2009_09
Patent number
US07589200B2

Reaction notes

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