Water → 5-bromo-N4-(cyclopropylmethyl)-2-(1H-indazol-1-yl)pyrimidine-4,6-diamine

HRID 63609Notes

Reaction equation

[Br:1][C:2]1[C:3]([NH2:18])=[N:4][C:5]([N:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[N:10]2)=[N:6][C:7]=1Cl.[CH:19]1([CH2:22][NH2:23])[CH2:21][CH2:20]1.O>CS(C)=O>[Br:1][C:2]1[C:7]([NH:23][CH2:22][CH:19]2[CH2:21][CH2:20]2)=[N:6][C:5]([N:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[N:10]2)=[N:4][C:3]=1[NH2:18]

Participants

Conditions

Temperature: 65 °C

Procedure

A mixture of 0.1 g (0.31 mmol) of 5-bromo-6-chloro-2-(1H-indazol-1-yl)pyrimidine-4-amine (intermediate 5) and 160 μl (1.85 mmol) of cyclopropylmethylamine in 0.5 ml of DMSO in a closed glass tube was stirred for 5 h at 65° C. The reaction mixture was poured onto 20 ml of cold water. The formed white precipitate was filtered, washed several times with water and dried. 0.088 g (79.7%) of the desired compound were obtained.

Workup

filtrationThe formed white precipitate was filtered
washwashed several times with water
customdried

Sources & evidence

ORD record: ord-15f444b80d75481fb9931a5ff4e769cf
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09447095B2

Reaction notes

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