Chlorosuccinimide → HCID 67448572, compound

HRID 1853753Notes

Reaction equation

[F:1][C:2]1[CH:17]=[C:16]([C:18]2[C:19]3[C:20]4[CH:33]=[CH:32][S:31][C:21]=4[C:22](=[O:30])[NH:23][C:24]=3[CH:25]=[CH:26][C:27]=2[O:28][CH3:29])[CH:15]=[CH:14][C:3]=1[CH2:4][CH2:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].C1C(=O)N([Cl:41])C(=O)C1>>[Cl:41][C:25]1[C:24]2[NH:23][C:22](=[O:30])[C:21]3[S:31][CH:32]=[CH:33][C:20]=3[C:19]=2[C:18]([C:16]2[CH:15]=[CH:14][C:3]([CH2:4][CH2:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[C:2]([F:1])[CH:17]=2)=[C:27]([O:28][CH3:29])[CH:26]=1

Participants

Reactant 2

HCID 31398Chlorosuccinimide

HCID 67449962HCID 67449962, compound

Product 1

HCID 67448572HCID 67448572, compoundYield 46.6%

Procedure

Following General Procedure H, tert-butyl 2-fluoro-4-(8-methoxy-4-oxo-4,5-dihydrothieno[2,3-c]quinolin-9-yl)phenethylcarbamate (300 mg, 0.64 mmol) was reacted with NCS (94 mg, 0.71 mmol) to afford the desired product (150 mg, 46%) as a yellow solid. ESI MS m/z 503 [C25H24ClFN2O4S+H]+.

Sources & evidence

ORD record: ord-20782c8809e94562a81ebac866fd0512
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08962648B2

Reaction notes

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