Cyclopropanecarbonyl chloride → HCID 178521737, compound

HRID 1695652Notes

Reaction equation

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

Participants

Reactant 2

HCID 77637Cyclopropanecarbonyl chloride

HCID 178507254HCID 178507254, compound

Product 1

HCID 178521737HCID 178521737, compoundYield 83%

Procedure

Prepared from N2-(2-phenoxy-ethyl)-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 87) (142 mg, 0.50 mmol, HPLC 0.776 min) and cyclopropylcarbonyl chloride (53 ul, 0.55 mmol) according to the procedure described for Example 17. Obtained the title compound as a white solid (145 mg, 83%, HPLC 1.071 min), MS (ISP) m/e=352.2 [(M+H)+].

Sources & evidence

ORD record: ord-ea9e096642154def97cdb6e4fa3b3873
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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