Tert-butyl 3-aminoazetidine-1-carboxylate → tert-Butyl 3-[6-chloro-2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-quinolin-4-ylamino]-azetidine-1-carboxylate

HRID 540126Notes

Reaction equation

HRID 540126 reaction equation
O=S1(=O)C2C=CC=CC=2CN(C2C=C(NCC3OCCN(C(OC(C)(C)C)=O)C3)C3C(=CC=C(C)C=3)N=2)CC1.Cl[C:41]1[C:50]2[C:45](=[CH:46][CH:47]=[C:48]([Cl:51])[CH:49]=2)[N:44]=[C:43]([N:52]2[CH2:58][C:57]3[CH:59]=[CH:60][CH:61]=[CH:62][C:56]=3[S:55](=[O:64])(=[O:63])[CH2:54][CH2:53]2)[CH:42]=1.[NH2:65][CH:66]1[CH2:69][N:68]([C:70]([O:72][C:73]([CH3:76])([CH3:75])[CH3:74])=[O:71])[CH2:67]1>>[Cl:51][C:48]1[CH:49]=[C:50]2[C:45](=[CH:46][CH:47]=1)[N:44]=[C:43]([N:52]1[CH2:58][C:57]3[CH:59]=[CH:60][CH:61]=[CH:62][C:56]=3[S:55](=[O:64])(=[O:63])[CH2:54][CH2:53]1)[CH:42]=[C:41]2[NH:65][CH:66]1[CH2:67][N:68]([C:70]([O:72][C:73]([CH3:76])([CH3:75])[CH3:74])=[O:71])[CH2:69]1

Participants

4

Reactant 3

HCID 1516507Tert-butyl 3-aminoazetidine-1-carboxylateHCID 71255123tert-Butyl 2-{[2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinolin-4-ylamino]-methyl}-morpholine-4-carboxylateHCID 712553704-(4,6-Dichloroquinolin-2-yl)-2,3,4,5-tetrahydro-1,4-benzothiazepine 1,1-dioxide

Product 1

HCID 71255331tert-Butyl 3-[6-chloro-2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-quinolin-4-ylamino]-azetidine-1-carboxylate

Procedure

The title compound was prepared in analogy to tert-butyl 2-{[2-(1,1-dioxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)-6-methylquinolin-4-ylamino]-methyl}-morpholine-4-carboxylate in Example 21-1 by using 4-(4,6-dichloroquinolin-2-yl)-2,3,4,5-tetrahydro-1,4-benzothiazepine 1,1-dioxide and tert-butyl 3-aminoazetidine-1-carboxylate.

Sources & evidence

ORD record
ord-810b1467dc764364b938819b46ec3b50
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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