2,4,5-Trichloropyrimidine → 5-chloro-N2-(5-cyclopropyl-1,3-oxazol-2-yl)-N4-[4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyphenyl]pyrimidine-2,4-diamine

HRID 1472025Notes

Reaction equation

HRID 1472025 reaction equation
C(N1CCP(C2C=CC(N)=C(OC)C=2)(=O)CC1)C.ClC1N=C(Cl)C(Cl)=CN=1.Cl[C:29]1[N:34]=[C:33]([NH:35][C:36]2[CH:41]=[CH:40][C:39]([P:42]3(=[O:50])[CH2:47][CH2:46][N:45]([CH2:48][CH3:49])[CH2:44][CH2:43]3)=[CH:38][C:37]=2[O:51][CH3:52])[C:32]([Cl:53])=[CH:31][N:30]=1.[CH:54]1([C:57]2[O:61][C:60]([NH2:62])=[N:59][CH:58]=2)[CH2:56][CH2:55]1>>[Cl:53][C:32]1[C:33]([NH:35][C:36]2[CH:41]=[CH:40][C:39]([P:42]3(=[O:50])[CH2:47][CH2:46][N:45]([CH2:48][CH3:49])[CH2:44][CH2:43]3)=[CH:38][C:37]=2[O:51][CH3:52])=[N:34][C:29]([NH:62][C:60]2[O:61][C:57]([CH:54]3[CH2:56][CH2:55]3)=[CH:58][N:59]=2)=[N:30][CH:31]=1

Participants

5

Reactant 4

HCID 2372592,4,5-TrichloropyrimidineHCID 670532735-Cyclopropyl-1,3-oxazol-2-amineHCID 681568034-(1-Ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyanilineHCID 866688042,5-dichloro-N-[4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyphenyl]pyrimidin-4-amine2×

Product 1

HCID 681569365-chloro-N2-(5-cyclopropyl-1,3-oxazol-2-yl)-N4-[4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyphenyl]pyrimidine-2,4-diamine

Procedure

This compound can be prepared as in Example 32 by reacting 4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyaniline with 2,4,5-trichloropyrimidine to generate 2,5-dichloro-N-[4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyphenyl]pyrimidin-4-amine. 2,5-dichloro-N-[4-(1-ethyl-4-oxido-1,4-azaphosphinan-4-yl)-2-methoxyphenyl]pyrimidin-4-amine is then reacted with 5-cyclopropyl-1,3-oxazol-2-amine according to the procedure described in Example 32.

Workup

  1. customThis compound can be prepared as in Example 32

Sources & evidence

ORD record
ord-881420fa1fe84d7f81ed020fc48d21b5
Source dataset
uspto-grants-2015_04
Patent number
US09012462B2

Reaction notes

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