HCID 86634047, compound → HCID 86634048, compound

HRID 1687828Notes

Reaction equation

NC1C(OC)=CC2C(C)(C)N(C(=O)C(F)(F)F)CC(=O)NC=2C=1.OC(C(F)(F)F)=O.[Cl:31][C:32]1[C:33]([NH:61][C@@H:62]2[CH2:67][CH2:66][CH2:65][CH2:64][C@H:63]2[NH:68][S:69]([CH3:72])(=[O:71])=[O:70])=[N:34][C:35]([NH:38][C:39]2[C:40]([O:59][CH3:60])=[CH:41][C:42]3[C:48]([CH3:50])([CH3:49])[N:47]([C:51](=[O:56])[C:52]([F:55])([F:54])[F:53])[CH2:46][C:45](=[O:57])[NH:44][C:43]=3[CH:58]=2)=[N:36][CH:37]=1>>[Cl:31][C:32]1[C:33]([NH:61][C@@H:62]2[CH2:67][CH2:66][CH2:65][CH2:64][C@H:63]2[NH:68][S:69]([CH3:72])(=[O:70])=[O:71])=[N:34][C:35]([NH:38][C:39]2[C:40]([O:59][CH3:60])=[CH:41][C:42]3[C:48]([CH3:50])([CH3:49])[N:47]([C:51](=[O:56])[C:52]([F:54])([F:53])[F:55])[CH2:46][C:45](=[O:57])[NH:44][C:43]=3[CH:58]=2)=[N:36][CH:37]=1

Participants

Reactant 2

HCID 86634047HCID 86634047, compound

HCID 86634049HCID 86634049, compound

Product 1

HCID 86634048HCID 86634048, compound

Procedure

Following an anaologous procedure analogous to Example 1451, 8-amino-7-methoxy-5,5-dimethyl-4-(2,2,2-trifluoro-acetyl)-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one was converted to N-((1R,2R)-2-{5-Chloro-2-[7-methoxy-5,5-dimethyl-2-oxo-4-(2,2,2-trifluoro-acetyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-ylamino]pyrimidin-4-ylamino}-cyclohexyl)-methanesulfonamide TFA salt (7 mg, 4%). 1H-NMR (CDCl3, 400 MHz): δ 9.00 (bs, 1H), 8.25 (s, 1H), 7.92 (s, 1H), 7.32 (bs, 1H), 6.71 (s, 1H), 650 (bs, 1H), 4.17-4.40 (m, 2H), 3.88-4.10 (m, 1H), 3.74 (s, 3H), 3.50 (q, 2H), 3.25-3.43 (m, 1H), 3.06 (s, 3H), 2.03-2.23 (m, 2H), 1.90 (s, 1H), 1.71 (s, 3H), 1.40-1.70 (m, 2H), 0.90-1.40 (complex multiplex m, 4H). LC/MS (ESI+) 634.13 (M+H).

Sources & evidence

ORD record: ord-36f70444357941339f621ff9dd8ad594
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08148391B2

Reaction notes

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