Hydrochloric Acid → HCID 46840906, compound

HRID 403025Notes

Reaction equation

HRID 403025 reaction equation
C(OC([NH:8][C@@H:9]([CH3:71])[C:10]([NH:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][C@H:19]([CH2:38][O:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2[C:51]([C:52]#[N:53])=[C:50]([S:54][CH2:55][C:56]3[N:57]=[C:58]([C:61]4[CH:66]=[CH:65][C:64]([Cl:67])=[CH:63][CH:62]=4)[O:59][CH:60]=3)[N:49]=[C:48]([NH2:68])[C:47]=2[C:69]#[N:70])=[CH:42][CH:41]=1)[O:20][C:21](=[O:37])[CH2:22][CH2:23][NH:24][C:25](=[O:36])[C@H:26]([CH3:35])[NH:27]C(=O)OC(C)(C)C)=[O:16])=[O:11])=O)(C)(C)C.[ClH:72]>ClCCl>[ClH:67].[ClH:72].[NH2:8][C@@H:9]([CH3:71])[C:10]([NH:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][C@@H:19]([O:20][C:21](=[O:37])[CH2:22][CH2:23][NH:24][C:25](=[O:36])[C@@H:26]([NH2:27])[CH3:35])[CH2:38][O:39][C:40]1[CH:45]=[CH:44][C:43]([C:46]2[C:51]([C:52]#[N:53])=[C:50]([S:54][CH2:55][C:56]3[N:57]=[C:58]([C:61]4[CH:62]=[CH:63][C:64]([Cl:67])=[CH:65][CH:66]=4)[O:59][CH:60]=3)[N:49]=[C:48]([NH2:68])[C:47]=2[C:69]#[N:70])=[CH:42][CH:41]=1)=[O:16])=[O:11]

Participants

4

Procedure

An amount of 200 mg (0.196 mmol) of the compound from example 46A was introduced in 60 ml of dichloromethane, and hydrogen chloride gas was passed into this solution. After one hour of stirring at RT, the solution was concentrated under reduced pressure to a volume of approximately 30 ml and was admixed with 50 ml of ethyl acetate. The precipitated solid was isolated by suction filtration, washed with ethyl acetate and dried under a high vacuum at 100° C. for 5 hours. This gave 151 mg (86% of theory) of the target compound.

Workup

  1. concentrationthe solution was concentrated under reduced pressure to a volume of approximately 30 ml
  2. customThe precipitated solid was isolated by suction filtration
  3. washwashed with ethyl acetate
  4. customdried under a high vacuum at 100° C. for 5 hours

Sources & evidence

ORD record
ord-b7124c8a0e6b490db636b7b1b4513681
Source dataset
uspto-grants-2014_06
Patent number
US08741834B2

Reaction notes

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