Cyclopropanecarbonyl chloride → HCID 178488340, compound

HRID 1695597Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[CH:10]([NH:12][C:13]1[O:14][CH2:15][C:16]3[CH:22]=[C:21]([NH2:23])[CH:20]=[CH:19][C:17]=3[N:18]=1)[CH2:9][CH2:8]2.[CH:24]1([C:27](Cl)=[O:28])[CH2:26][CH2:25]1>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[CH:10]([NH:12][C:13]1[O:14][CH2:15][C:16]3[CH:22]=[C:21]([NH:23][C:27]([CH:24]4[CH2:26][CH2:25]4)=[O:28])[CH:20]=[CH:19][C:17]=3[N:18]=1)[CH2:9][CH2:8]2

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 178488335HCID 178488335, compound

Product 1

HCID 178488340HCID 178488340, compoundYield 74%

Procedure

Prepared from rac-N2-(7-methoxy-indan-1-yl)-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 10) (100 mg, 0.323 mmol) and cyclopropancarbonyl chloride (32 ul, 0.356 mmol) according to the procedure described for Example 17. Obtained the title compound as a white solid (90 mg, 74%), MS (ISP) m/e=378.3 [(M+H)+].

Sources & evidence

ORD record: ord-7ba89ed83eb24854af905f9ace11116b
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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