Hydrochloric Acid → HCID 67275192, compound

HRID 1696903Notes

Reaction equation

HRID 1696903 reaction equation
C(OC([NH:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[N:23]=[C:22]3[C:17]([C:18](=[O:33])[C:19]([C:28]([O:30]CC)=[O:29])=[CH:20][N:21]3C(C)(C)C)=[CH:16][C:15]=2[F:34])[CH2:10]1)=O)(C)(C)C.[ClH:35].C(OCC)C>C(O)C>[ClH:35].[NH2:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[N:23]=[C:22]3[C:17]([C:18](=[O:33])[C:19]([C:28]([OH:30])=[O:29])=[CH:20][NH:21]3)=[CH:16][C:15]=2[F:34])[CH2:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 67274864HCID 67274864, compound

Product 1

HCID 67275192HCID 67275192, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

A suspension of EXAMPLE 15B (260 mg) in ethanol (60 mL) was treated with HCl gas to saturation, heated at 120° C. for 18 hours then cooled, treated with diethyl ether and filtered to provide the desired product. NMR (300 MHz, DMSO-d6) δ 13.32 (d, 1H), 8.42 (d, 1H), 8.36 (br s, 3H), 8.02 (d, 1H), 4.05-3.83 (m, 5H), 2.44-2.25 (m, 1H), 2.20-2.12 (m, 1H).

Workup

  1. temperaturethen cooled
  2. filtrationfiltered

Sources & evidence

ORD record
ord-6d0652c368544615add775f5907877e6
Source dataset
uspto-grants-2012_04
Patent number
US08163769B2

Reaction notes

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