Hydrochloric Acid → HCID 86700082, compound

HRID 1428137Notes

Reaction equation

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

Participants

Conditions

Temperature: 83 °C

Procedure

1-Propanol (144 ml), water (96 ml) and concentrated hydrochloric acid (as 36%, d=1.18) (3.1 ml, 1.1 eq.) were added to the compound of Step 3 of Example 9 (20.00 g, 32.33 mmol) at room temperature. The mixture was warmed to 83° C. After confirming dissolution, the solution was cooled to 0° C. The seed crystals obtained above (20 mg) were then seeded, and the mixture was stirred for about 17 hours. The precipitated solid was then collected by filtration. The solid was then dried under reduced pressure at 40° C. overnight to give the title compound (18.26 g). Yield: 82%.

Workup

dissolutiondissolution
temperaturethe solution was cooled to 0° C
customThe seed crystals obtained above (20 mg)
filtrationThe precipitated solid was then collected by filtration
customThe solid was then dried under reduced pressure at 40° C. overnight

Sources & evidence

ORD record: ord-58f350e8f6cf49269cf52f44606b05b0
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933103B2

Reaction notes

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