Cyclopropanecarbonyl chloride → HCID 52931950, compound

HRID 2042232Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]3[N:13]=[C:14]([NH:17][C:18]4[CH:19]=[N:20][C:21]([N:24]5[CH2:29][CH2:28][O:27][CH2:26][CH2:25]5)=[CH:22][CH:23]=4)[N:15]=[CH:16][C:11]=3[S:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH:30]1([C:33](Cl)=[O:34])[CH2:32][CH2:31]1>>[O:27]1[CH2:28][CH2:29][N:24]([C:21]2[N:20]=[CH:19][C:18]([NH:17][C:14]3[N:15]=[CH:16][C:11]4[S:10][CH:9]=[C:8]([C:4]5[CH:3]=[C:2]([NH:1][C:33]([CH:30]6[CH2:32][CH2:31]6)=[O:34])[CH:7]=[CH:6][CH:5]=5)[C:12]=4[N:13]=3)=[CH:23][CH:22]=2)[CH2:25][CH2:26]1

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 52932180HCID 52932180, compound

Product 1

HCID 52931950HCID 52931950, compoundYield 91.5%

Procedure

N-(3-(2-(6-Morpholinopyridin-3-ylamino)thieno[3,2-d]pyrimidin-7-yl)phenyl)cyclopropanecarboxamide (16 mg, 91% yield) was prepared in the same manner as Step 7 of Example 1 using 7-(3-aminophenyl)-N-(6-morpholino pyridin-3-yl)thieno[3,2-d]pyrimidin-2-amine (15 mg, 0.037 mmol) and cyclopropanecarbonyl chloride (5 mg, 0.044 mmol).

Sources & evidence

ORD record: ord-4f174b7c849e4ae58afd86233deb45bb
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08586580B2

Reaction notes

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