tert-butyl N-(pyrrolidin-3-yl)carbamate → tert-Butyl {1-[6-methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinazolin-4-yl]pyrrolidin-3-yl}carbamate

HRID 540262Notes

Reaction equation

HRID 540262 reaction equation
F[C@@H]1[C@@H](NC2C3C(=CC=C(C)C=3)N=C(N3CC4C=CC=CC=4S(=O)CC3)N=2)CN(C(OCC2C=CC=CC=2)=O)C1.[CH3:41][C:42]1[CH:43]=[C:44]2[C:49](=[CH:50][CH:51]=1)[N:48]=[C:47]([N:52]1[CH2:58][C:57]3[CH:59]=[CH:60][CH:61]=[CH:62][C:56]=3[S:55](=[O:63])[CH2:54][CH2:53]1)[NH:46][C:45]2=O.[NH:65]1[CH2:69][CH2:68][CH:67]([NH:70][C:71](=[O:77])[O:72][C:73]([CH3:76])([CH3:75])[CH3:74])[CH2:66]1>>[CH3:41][C:42]1[CH:43]=[C:44]2[C:49](=[CH:50][CH:51]=1)[N:48]=[C:47]([N:52]1[CH2:58][C:57]3[CH:59]=[CH:60][CH:61]=[CH:62][C:56]=3[S:55](=[O:63])[CH2:54][CH2:53]1)[N:46]=[C:45]2[N:65]1[CH2:69][CH2:68][CH:67]([NH:70][C:71](=[O:77])[O:72][C:73]([CH3:75])([CH3:74])[CH3:76])[CH2:66]1

Participants

4

Reactant 3

HCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamateHCID 86691429benzyl (3S,4S)-3-fluoro-4-{[6-methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinazolin-4-yl]amino}pyrrolidine-1-carboxylateHCID 1363367986-Methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinazolin-4(3H)-one

Product 1

HCID 71262255tert-Butyl {1-[6-methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinazolin-4-yl]pyrrolidin-3-yl}carbamate

Procedure

The title compound was prepared in analogy to benzyl (3S,4S)-3-fluoro-4-{[6-methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinazolin-4-yl]amino}pyrrolidine-1-carboxylate in Example 92 by using 6-methyl-2-(1-oxido-2,3-dihydro-1,4-benzothiazepin-4(5H)-yl)quinazolin-4(3H)-one and tert-butyl (pyrrolidin-3-yl)carbamate.

Sources & evidence

ORD record
ord-1bb20b5e56ff466c877743693101d872
Source dataset
uspto-grants-2014_10
Patent number
US08871756B2

Reaction notes

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