Cyclopropanesulfonyl chloride → HCID 178488355, compound

HRID 1695664Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:8]2[CH:9]([NH:12][C:13]3[O:14][CH2:15][C:16]4[CH:22]=[C:21]([NH2:23])[CH:20]=[CH:19][C:17]=4[N:18]=3)[CH2:10][O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.[CH:24]1([S:27](Cl)(=[O:29])=[O:28])[CH2:26][CH2:25]1>>[CH3:1][O:2][C:3]1[C:8]2[CH:9]([NH:12][C:13]3[O:14][CH2:15][C:16]4[CH:22]=[C:21]([NH:23][S:27]([CH:24]5[CH2:26][CH2:25]5)(=[O:29])=[O:28])[CH:20]=[CH:19][C:17]=4[N:18]=3)[CH2:10][O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 2760919Cyclopropanesulfonyl chloride

HCID 178488337HCID 178488337, compound

Product 1

HCID 178488355HCID 178488355, compoundYield 43%

Procedure

Prepared from rac-N2-(4-methoxy-2,3-dihydro-benzofuran-3-yl)-4H-benzo[d][1,3]oxazine-2,6-diamine (Example 6) (150 mg, 0.482 mmol) and cyclopropanesulfonyl chloride (75 mg, 0.53 mmol) according to the procedure described for Example 27. Obtained the title compound as an off-white solid (85 mg, 43%), MS (ISP) m/e=416.1 [(M+H)+].

Sources & evidence

ORD record: ord-17be65a0d5084e4ca6399748114d4f2e
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163740B2

Reaction notes

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