p-Toluenesulfonic acid monohydrate → HCID 89051550, compound

HRID 2200326Notes

Reaction equation

O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[C:13]([C@H:16]1[O:21][CH2:20][C@H:19]([NH:22][C:23]([C@@H:25]2[NH:39][C:38]3([CH2:44][CH2:43][C:42]([CH3:46])([CH3:45])[CH2:41][CH2:40]3)[C@:27]3([C:35]4[C:30](=[CH:31][C:32]([Cl:36])=[CH:33][CH:34]=4)[NH:29][C:28]3=[O:37])[C@H:26]2[C:47]2[CH:52]=[CH:51][N:50]=[C:49]([Cl:53])[C:48]=2[F:54])=[O:24])[CH2:18][CH2:17]1)(=[O:15])[NH2:14]>C(#N)C>[OH2:9].[C:2]1([CH3:12])[CH:3]=[CH:4][C:5]([S:8]([OH:11])(=[O:9])=[O:10])=[CH:6][CH:7]=1.[C:13]([C@H:16]1[O:21][CH2:20][C@H:19]([NH:22][C:23]([C@@H:25]2[NH:39][C:38]3([CH2:40][CH2:41][C:42]([CH3:46])([CH3:45])[CH2:43][CH2:44]3)[C@:27]3([C:35]4[C:30](=[CH:31][C:32]([Cl:36])=[CH:33][CH:34]=4)[NH:29][C:28]3=[O:37])[C@H:26]2[C:47]2[CH:52]=[CH:51][N:50]=[C:49]([Cl:53])[C:48]=2[F:54])=[O:24])[CH2:18][CH2:17]1)(=[O:15])[NH2:14]

Participants

Conditions

Temperature: 50 °C

Procedure

An acetonitrile (4 ml) solution of p-toluenesulfonic acid monohydrate (85 mg, 0.45 mmol) was added to an acetonitrile (4 ml) suspension of the compound (300 mg, 0.50 mmol) obtained in Example 1 and then the resulting mixture was heated at approximately 50° C. for dissolution. The reaction mixture was stirred at room temperature for 1 day. The precipitate was collected by filtration to give 255 mg (66%) of the title crystal.

Workup

filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record: ord-3978bfa8d7b74613b9a7d6a5772a524a
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09359368B2

Reaction notes

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