Cyclopentylamine → HCID 58293517, compound

HRID 1968219Notes

Reaction equation

HRID 1968219 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:12]2=[N:13][CH:14]=[CH:15][C:16]([CH2:17][NH:18][C@H:19]([CH:23]3[CH2:25][CH2:24]3)[C:20]([OH:22])=O)=[C:11]2[C:10]([C:26]([O:28][CH3:29])=[O:27])=[CH:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN(C(ON1N=N[C:40]2[CH:41]=[CH:42][CH:43]=[N:44][C:39]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C1(N)CCCC1.CN1CCOCC1>C1COCC1>[CH:39]1([NH:44][C:20](=[O:22])[C@H:19]([NH:18][CH2:17][C:16]2[CH:15]=[CH:14][N:13]=[C:12]3[N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH:9]=[C:10]([C:26]([O:28][CH3:29])=[O:27])[C:11]=23)[CH:23]2[CH2:24][CH2:25]2)[CH2:40][CH2:41][CH2:42][CH2:43]1

Participants

6

Reactant 4

HCID 2906CyclopentylamineHCID 79724-MethylmorpholineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58293548HCID 58293548, compound

Product 1

HCID 58293517HCID 58293517, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
43 °C

Procedure

To (R)-2-((1-(tert-butoxycarbonyl)-3-(methoxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl)methylamino)-2-cyclopropylacetic acid was added THF (2 mL), followed by HATU (94 mg, 0.246 mmol), cyclopentanamine (70.0 mg, 0.822 mmol) and 4-methylmorpholine (83 mg, 0.822 mmol). The suspension was stirred at 43° C. for 36 h to afford the title compound, which was used in the next step without further purification. [M+H] calc'd for C25H34N4O5, 471; found, 471.5.

Sources & evidence

ORD record
ord-cf5d683788cd454da49a0b2efe0bd071
Source dataset
uspto-grants-2013_04
Patent number
US08420816B2

Reaction notes

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