Trifluoroacetic acid → HCID 86591477, compound

HRID 1010400Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:19][C:20]3[CH:25]=[CH:24][C:23]([NH:26][C:27]([NH:29][CH2:30][CH3:31])=[O:28])=[C:22]([Cl:32])[CH:21]=3)=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[C:33]#[N:34])[C:2]1C=CC=C[CH:3]=1.FC(F)(F)C(O)=[O:38].C1(SC)C=CC=CC=1>>[Cl:32][C:22]1[CH:21]=[C:20]([O:19][C:13]2[C:12]3[C:17](=[CH:18][C:9]([O:8][CH2:1][C@H:2]4[CH2:3][O:38]4)=[C:10]([C:33]#[N:34])[CH:11]=3)[N:16]=[CH:15][CH:14]=2)[CH:25]=[CH:24][C:23]=1[NH:26][C:27]([NH:29][CH2:30][CH3:31])=[O:28]

Participants

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 7520Thioanisole

HCID 22936750HCID 22936750, compound

Product 1

HCID 86591477HCID 86591477, compound

Procedure

1-(4-(7-Benzyloxy-6-cyanoquinolin-4-yloxy)-2-chloro-phenyl)-3-ethylurea (1 g) was treated with trifluoroacetic acid and thioanisole for deprotection in the same manner as Production Example 21, and the obtained hydroxy compound (0.48 g) was treated in the same manner as Example 543 to obtain the title compound (0.31 g) as a solid.

Sources & evidence

ORD record: ord-a214ed399d4a41aba89d3412143b8154
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07973160B2

Reaction notes

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