Formaldehyde → HCID 86700333, compound

HRID 879511Notes

Reaction equation

HRID 879511 reaction equation
[C:1](O[C@@H](C1C(C)=CC2N=C(N3CCN(C)C(C4C=C5C(=CC=4)N(C)N=C5)C3=O)SC=2C=1C1C=CC(Cl)=CC=1)C(O)=O)(C)([CH3:3])[CH3:2].[C:45]([O:49][C@@H:50]([C:56]1[C:80]([CH3:81])=[CH:79][C:59]2[N:60]=[C:61]([N:63]3[CH2:68][CH2:67][NH:66][CH:65]([C:69]4[CH:70]=[C:71]5[C:75](=[CH:76][CH:77]=4)[N:74]([CH3:78])[N:73]=[CH:72]5)[CH2:64]3)[S:62][C:58]=2[C:57]=1[C:82]1[CH:87]=[CH:86][C:85]([Cl:88])=[CH:84][CH:83]=1)[C:51]([O:53][CH2:54][CH3:55])=[O:52])([CH3:48])([CH3:47])[CH3:46].COC(OC)(C)C.C=O>CC(C)=O>[C:45]([O:49][C@@H:50]([C:56]1[C:80]([CH3:81])=[CH:79][C:59]2[N:60]=[C:61]([N:63]3[CH2:68][CH2:67][N:66]([CH:1]([CH3:3])[CH3:2])[CH:65]([C:69]4[CH:70]=[C:71]5[C:75](=[CH:76][CH:77]=4)[N:74]([CH3:78])[N:73]=[CH:72]5)[CH2:64]3)[S:62][C:58]=2[C:57]=1[C:82]1[CH:87]=[CH:86][C:85]([Cl:88])=[CH:84][CH:83]=1)[C:51]([O:53][CH2:54][CH3:55])=[O:52])([CH3:46])([CH3:47])[CH3:48]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 64952,2-DimethoxypropaneHCID 86700324HCID 86700324, compoundHCID 86700331HCID 86700331, compound

Product 1

HCID 86700333HCID 86700333, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

(2S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(4-isopropyl-3-(1-methyl-1H-indazol-5-yl)piperazin-1-yl)-5-methylbenzo[d]thiazol-6-yl)acetate (16 mg) was prepared in a similar manner as (2S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(4-methyl-3-(1-methyl-1H-indazol-5-yl)-2-oxopiperazin-1-yl)benzo[d]thiazol-6-yl)acetic acid except using (2S)-ethyl 2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(1-methyl-1H-indazol-5-yl)piperazin-1-yl)benzo[d]thiazol-6-yl)acetate, and acetone and 2,2-dimethoxypropane instead of (2S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(3-(1-methyl-1H-indazol-5-yl)-2-oxopiperazin-1-yl)benzo[d]thiazol-6-yl)acetic acid and formaldehyde. LCMS-ESI+: calc'd for C37H45ClN5O3S: 674.3 (M+H+); Found: 674.3 (M+H+).

Sources & evidence

ORD record
ord-b2a978b73f3541ebb1d814732dfd527b
Source dataset
uspto-grants-2015_03
Patent number
US08987250B2

Reaction notes

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