Ethanolamine → HCID 59333594, compound

HRID 1876529Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][OH:4].Cl[C:6]1[N:7]([CH2:28][CH:29]2[CH2:31][CH2:30]2)[C:8]2[C:13]([N:14]=1)=[C:12]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)[N:11]=[C:10]([C:21]1[CH:22]=[N:23][C:24]([NH2:27])=[N:25][CH:26]=1)[N:9]=2>CS(C)=O>[NH2:27][C:24]1[N:23]=[CH:22][C:21]([C:10]2[N:9]=[C:8]3[C:13]([N:14]=[C:6]([NH:1][CH2:2][CH2:3][OH:4])[N:7]3[CH2:28][CH:29]3[CH2:31][CH2:30]3)=[C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)[N:11]=2)=[CH:26][N:25]=1

Participants

Conditions

Temperature: 150 °C

Procedure

2-Aminoethanol (79 mg, 1.3 mmol) and dimethyl sulfoxide (1 ml) were added to 5-[8-chloro-9-(cyclopropylmethyl)-6-morpholin-4-yl-9H-purin-2-yl]pyrimidin-2-amine (100 mg, 0.26 mmol) and the resulting mixture was stirred at 150° C. for 4 hours. The reaction mixture was purified by preparative HPLC (column, NOMURA Develosil Combi-RP-5; mobile phase, acetonitrile/water/formic acid) to give the title compound (70 mg, 66%) as a white solid.

Workup

customThe reaction mixture was purified by preparative HPLC (column, NOMURA Develosil Combi-RP-5; mobile phase, acetonitrile/water/formic acid)

Sources & evidence

ORD record: ord-e4d0ea0519564b21a9f5c6900d3e015d
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08309546B2

Reaction notes

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