Benzenesulfonyl chloride → HCID 70224730, compound

Reaction equation

[CH:1]12[CH:6]([N:7]3[C:11](=[O:12])[C:10]([CH2:19][C:20]4[CH:25]=[CH:24][N:23]=[CH:22][CH:21]=4)([CH2:13][C:14]4[CH:18]=[CH:17][S:16][CH:15]=4)[NH:9][C:8]3=[CH:26][C:27]([C:29]3[CH:36]=[CH:35][C:32]([C:33]#[N:34])=[CH:31][CH:30]=3)=[O:28])[CH:5]1[CH2:4][NH:3][CH2:2]2.[C:37]1([S:43](Cl)(=[O:45])=[O:44])[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[C:37]1([S:43]([N:3]2[CH2:4][CH:5]3[CH:1]([CH:6]3[N:7]3[C:11](=[O:12])[C:10]([CH2:19][C:20]4[CH:21]=[CH:22][N:23]=[CH:24][CH:25]=4)([CH2:13][C:14]4[CH:18]=[CH:17][S:16][CH:15]=4)[NH:9][C:8]3=[CH:26][C:27]([C:29]3[CH:30]=[CH:31][C:32]([C:33]#[N:34])=[CH:35][CH:36]=3)=[O:28])[CH2:2]2)(=[O:45])=[O:44])[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

Reactant 2

HCID 7369Benzenesulfonyl chloride

HCID 70222813HCID 70222813, compound

Product 1

HCID 70224730HCID 70224730, compound

Procedure

According to the procedure of Example 13, the title compound of 37A (60 mg, 0.12 mmol) and benzenesulfonyl chloride (0.023 ml, 0.18 mmol) were reacted to generate the title compound as a white solid (58 mg, 0.091 mmol, 76% yield).

Sources & evidence

ORD record: ord-894f1c63cabc4c6896f0845f3f60be04
Source dataset: uspto-grants-2001_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06194438B1

Reaction notes

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