2,6-Dichlorobenzothiazole → HCID 68380477, compound

HRID 331159Notes

Reaction equation

HRID 331159 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([NH:24][C:25]2[CH2:26][O:27][C:28]([CH3:52])([CH3:51])[C:29]([F:50])([F:49])[C@:30]([C:33]3[CH:38]=[C:37](B4OC(C)(C)C(C)(C)O4)[CH:36]=[CH:35][C:34]=3[F:48])([CH3:32])[N:31]=2)([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.Cl[C:54]1[S:55][C:56]2[CH:62]=[C:61]([Cl:63])[CH:60]=[CH:59][C:57]=2[N:58]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([NH:24][C:25]2[CH2:26][O:27][C:28]([CH3:52])([CH3:51])[C:29]([F:49])([F:50])[C@:30]([C:33]3[CH:38]=[C:37]([C:54]4[S:55][C:56]5[CH:62]=[C:61]([Cl:63])[CH:60]=[CH:59][C:57]=5[N:58]=4)[CH:36]=[CH:35][C:34]=3[F:48])([CH3:32])[N:31]=2)([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 771762,6-DichlorobenzothiazoleHCID 68380147HCID 68380147, compound

Product 1

HCID 68380477HCID 68380477, compoundYield 76%

Procedure

Reaction of [bis-(4-methoxy-phenyl)-phenyl-methyl]-{(R)-6,6-difluoro-5-[2-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-5,7,7-trimethyl-2,5,6,7-tetrahydro-[1,4]oxazepin-3-yl}-amine (intermediate B10.2) (35 mg, 49 μmol) with 2,6-dichlorobenzo[d]thiazole (13.4 mg, 63.7 μmol) yielded the [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 (28 mg, 76% yield) as a light yellow solid. MS (ISP): m/z=756.4 [M+H]+ and 758.3 [M+2+H]+.

Sources & evidence

ORD record
ord-b8b7793749aa4c96b92d89c1b3882254
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

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