Methanesulfonyl chloride → HCID 59489671, compound

HRID 1808079Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[N:18]=[CH:17][C:16]3[CH2:15][C@@H:14]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[F:25])[C:13]4[CH:26]=[CH:27][CH:28]=[CH:29][C:12]=4[C:11]=3[N:10]=2)=[CH:4][C:3]=1[CH2:30][CH2:31][OH:32].[CH3:33][S:34](Cl)(=[O:36])=[O:35]>>[CH3:33][S:34]([O:32][CH2:31][CH2:30][C:3]1[CH:4]=[C:5]([NH:8][C:9]2[N:18]=[CH:17][C:16]3[CH2:15][C@@H:14]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[F:25])[C:13]4[CH:26]=[CH:27][CH:28]=[CH:29][C:12]=4[C:11]=3[N:10]=2)[CH:6]=[CH:7][C:2]=1[F:1])(=[O:36])=[O:35]

Participants

Reactant 2

HCID 31297Methanesulfonyl chloride

HCID 59490244HCID 59490244, compound

Product 1

HCID 59489671HCID 59489671, compound

Procedure

This was synthesized by using (R)-2-(2-fluoro-5-(6-(2-fluorophenyl)-5,6-dihydrobenzo[h]quinazolin-2-ylamino)phenyl)ethanol and methanesulfonyl chloride as described in general procedure 6 to afford the desired product. M.p.=99-100° C. 1H NMR 400 MHz (DMSO-d6) δ 9.58 (s, 1 H), 8.32-8.28 (m, 2 H), 7.82-7.81 (m, 1 H), 7.72-7.68 (m, 1 H), 7.51-7.42 (m, 2 H), 7.26-7.11 (m, 3 H), 7.04-7.01 (m, 2 H), 6.77 (t, 1 H), 4.64 (t, J=6.8 Hz, 1 H), 4.44-4.40 (m, 2H), 3.19-2.94 (m, 7H). LCMS m/e 508 (M+H)=508.

Workup

customThis was synthesized

Sources & evidence

ORD record: ord-6721be27dd4947a8b1f71c79c7da02cf
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08357694B2

Reaction notes

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