Cyclopropanecarbonyl chloride → HCID 178521733, compound

HRID 1695592Notes

Reaction equation

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

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 178507248HCID 178507248, compound

Product 1

HCID 178521733HCID 178521733, compoundYield 57%

Procedure

Prepared from rac-N2-(5-fluoro-indan-1-yl)-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 11) (100 mg, 0.336 mmol) and cyclopropylcarbonyl chloride (34 ul, 0.370 mmol) according to the procedure described for Example 17. Obtained the title compound as a white solid (70 mg, 57%), MS (ISP) m/e=366.1 [(M+H)+].

Sources & evidence

ORD record: ord-70025fe732f144e7b16a1c53bcfcd709
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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