Acetyl chloride → HCID 68817317, compound

HRID 736726Notes

Reaction equation

Cl.[CH3:2][C:3]1[CH:12]=[C:11]([CH2:13][O:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([NH:24][C@H:25]3[CH2:29][NH:28][CH2:27][C@H:26]3[C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])(=[O:23])=[O:22])=[CH:17][CH:16]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.[C:37](Cl)(=[O:39])[CH3:38]>>[C:37]([N:28]1[CH2:29][C@H:25]([NH:24][S:21]([C:18]2[CH:19]=[CH:20][C:15]([O:14][CH2:13][C:11]3[C:10]4[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=4)[N:4]=[C:3]([CH3:2])[CH:12]=3)=[CH:16][CH:17]=2)(=[O:23])=[O:22])[C@H:26]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:27]1)(=[O:39])[CH3:38]

Participants

Reactant 2

HCID 6367Acetyl chloride

HCID 68818823HCID 68818823, compound

Product 1

HCID 68817317HCID 68817317, compoundYield 39.2%

Procedure

According to the procedure of Example 17, Step 3, the reaction of 320.4 mg of tert-butyl cis-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-3-carboxylate hydrochloride with 57 mg of acetyl chloride provided 127 mg (39% yield) of tert-butyl cis-1-acetyl-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-3-carboxylate. MS: 540.1(M+H)+

Sources & evidence

ORD record: ord-78b7e8a09eb041f68d2ea39a17d8393b
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07595327B2

Reaction notes

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