Hydrochloric Acid → HCID 68380140, compound

HRID 331160Notes

Reaction equation

HRID 331160 reaction equation
COC1C=CC(C([NH:24][C:25]2[CH2:26][O:27][C:28]([CH3:53])([CH3:52])[C:29]([F:51])([F:50])[C@:30]([C:33]3[CH:38]=[C:37]([C:39]4[S:40][C:41]5[CH:47]=[C:46]([Cl:48])[CH:45]=[CH:44][C:42]=5[N:43]=4)[CH:36]=[CH:35][C:34]=3[F:49])([CH3:32])[N:31]=2)(C2C=CC(OC)=CC=2)C2C=CC=CC=2)=CC=1.FC(F)(F)C(O)=O.Cl>C(OCC)C>[ClH:48].[Cl:48][C:46]1[CH:45]=[CH:44][C:42]2[N:43]=[C:39]([C:37]3[CH:36]=[CH:35][C:34]([F:49])=[C:33]([C@:30]4([CH3:32])[C:29]([F:50])([F:51])[C:28]([CH3:53])([CH3:52])[O:27][CH2:26][C:25]([NH2:24])=[N:31]4)[CH:38]=3)[S:40][C:41]=2[CH:47]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 68380477HCID 68380477, compound

Product 1

HCID 68380140HCID 68380140, compoundYield 104.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Deprotection of [bis-(4-methoxy-phenyl)-phenyl-methyl]-{(R)-5-[5-(6-chloro-benzothiazol-2-yl)-2-fluoro-phenyl]-6,6-difluoro-5,7,7-trimethyl-2,5,6,7-tetrahydro-[1,4]oxazepin-3-yl}-amine (26 mg, 35 μmol) with trifluoroacetic acid (27 μl, 349 μmol), treatment with hydrochloric acid and followed by trituration with diethyl ether yielded the (R)-5-[5-(6-Chloro-benzothiazol-2-yl)-2-fluoro-phenyl]-6,6-difluoro-5,7,7-trimethyl-2,5,6,7-tetrahydro-[1,4]oxazepin-3-ylamine hydrochloride (9 mg, 53% yield) as a white solid. MS (ISP): m/z=454.1 [M+H]+ and 456.1 [M+2+H]+.

Sources & evidence

ORD record
ord-4a918dddaaf84a36ba06933878d24127
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

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