Cyclopropanesulfonyl chloride → HCID 178527455, compound

HRID 1695661Notes

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([S:25](Cl)(=[O:27])=[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][S:25]([CH:22]3[CH2:24][CH2:23]3)(=[O:27])=[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 2760919Cyclopropanesulfonyl chloride

HCID 178507254HCID 178507254, compound

Product 1

HCID 178527455HCID 178527455, compoundYield 73%

Procedure

Prepared from the above described N2-(2-phenoxy-ethyl)-4H-benzo[d][1,3]oxazine-2,6-diamine (155 mg, 0.50 mmol, HPLC 0.691 min) and cyclopropanesulfonyl chloride (77 mg, 0.55 mmol) according to the procedure described for Example 27. Obtained the title compound as an off-white foam (140 mg, 73%, HPLC 1.261 min), MS (ISP) m/e=388.3 [(M+H)+].

Workup

customPrepared from the

Sources & evidence

ORD record: ord-246b9c2884df480a85f34a93bfae9c61
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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