Trifluoroacetic acid → HCID 71008725, compound

HRID 1626159Notes

Reaction equation

C(OC(=O)[NH:7][C:8]1[O:9][CH2:10][C:11]([F:33])([F:32])[C@:12]([C@@H:15]2[CH2:17][C@H:16]2[C:18](=[O:31])[NH:19][C:20]2[C:24]3=[N:25][CH:26]=[C:27]([C:29]#[N:30])[CH:28]=[C:23]3[S:22][CH:21]=2)([CH3:14])[N:13]=1)(C)(C)C.FC(F)(F)C(O)=O>>[C:29]([C:27]1[CH:28]=[C:23]2[S:22][CH:21]=[C:20]([NH:19][C:18]([C@@H:16]3[CH2:17][C@H:15]3[C@:12]3([CH3:14])[C:11]([F:33])([F:32])[CH2:10][O:9][C:8]([NH2:7])=[N:13]3)=[O:31])[C:24]2=[N:25][CH:26]=1)#[N:30]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 71009166HCID 71009166, compound

Product 1

HCID 71008725HCID 71008725, compoundYield 59%

Procedure

In a manner analogous to that described in Example 62.1b), the deprotection of {(R)-4-[(1R,2R)-2-(6-Cyano-thieno[3,2-b]pyridin-3-ylcarbamoyl)-cyclopropyl]-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl}-carbamic acid tert-butyl ester with trifluoroacetic acid yielded the title compound (59% yield) as a light yellow solid. MS (ISP): m/z=392.2 [M+H]+.

Sources & evidence

ORD record: ord-e16052079a324ef68645c253b955ec7f
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08785436B2

Reaction notes

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