Thiomorpholine 1,1-dioxide → HCID 178521242, compound

HRID 1695631Notes

Reaction equation

HRID 1695631 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:25]=[CH:24][C:9]2[N:10]=[C:11]([NH:14][C@H:15]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:17][CH2:16]3)[O:12][CH2:13][C:8]=2[CH:7]=1)=[O:4].[NH:26]1[CH2:31][CH2:30][S:29](=[O:33])(=[O:32])[CH2:28][CH2:27]1>C(#N)C>[O:32]=[S:29]1(=[O:33])[CH2:30][CH2:31][N:26]([CH2:2][C:3]([NH:5][C:6]2[CH:25]=[CH:24][C:9]3[N:10]=[C:11]([NH:14][C@H:15]4[C:23]5[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=5)[CH2:17][CH2:16]4)[O:12][CH2:13][C:8]=3[CH:7]=2)=[O:4])[CH2:27][CH2:28]1

Participants

4

Reactant 2

HCID 6484228Thiomorpholine 1,1-dioxideHCID 178520800HCID 178520800, compound

Product 1

HCID 178521242HCID 178521242, compoundYield 12%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared from 2-chloro-N-[2-((R)-indan-1-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide (Example 3 step A) (100 mg, 0.281 mmol) and thiomorpholine 1,1 dioxide (190 mg, 1.405 mmol) in acetonitrile (1 ml) according to the procedure described for Example 3 step B. Obtained the title compound as a white solid (15 mg, 12%), MS (ISP) m/e=455.3 [(M+H)+].

Sources & evidence

ORD record
ord-d5a68675d3e34490b50d60eb6d6e4df8
Source dataset
uspto-grants-2012_04
Patent number
US08163740B2

Reaction notes

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