6-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinoline → HCID 68238559, compound

HRID 1020382Notes

Reaction equation

HRID 1020382 reaction equation
OC1(C2C=CC=CC=2)CCN(C2N=C[C:11]([NH:14][C:15]([C:17]3[O:21][C:20]([N:22]4[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]4)=[N:19][C:18]=3[C:28]([F:31])([F:30])[F:29])=[O:16])=[CH:10][CH:9]=2)CC1.NC1[CH:40]=[C:41]2[C:46](=CC=1)[CH2:45][N:44]([C:49]([O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:50])[CH2:43][CH2:42]2>>[N:22]1([C:20]2[O:21][C:17]([C:15]([NH:14][C:11]3[CH:40]=[C:41]4[C:42](=[CH:9][CH:10]=3)[CH2:43][N:44]([C:49]([O:51][C:52]([CH3:55])([CH3:54])[CH3:53])=[O:50])[CH2:45][CH2:46]4)=[O:16])=[C:18]([C:28]([F:31])([F:30])[F:29])[N:19]=2)[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

3

Reactant 2

HCID 27563716-Amino-2-N-Boc-1,2,3,4-tetrahydro-isoquinolineHCID 46208786N-[6-(4-hydroxy-4-phenylpiperidin-1-yl)pyridin-3-yl]-2-(piperidin-1-yl)-4-(trifluoromethyl)oxazole-5-carboxamide

Product 1

HCID 68238559HCID 68238559, compound

Procedure

Compound 153 was prepared by the general procedure for compound 1, by using compound A-4 and tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate as the starting materials. 1H NMR (400 MHz, DMSO-d6) δ 10.06 (s, 1H), 7.54 (s, 1H), 7.47 (d, 1H, J=8.4 Hz), 7.15 (d, 1H, J=8.4 Hz), 4.47 (s, 2H), 3.61 (m, 4H), 3.55 (t, 2H, J=5.9 Hz), 2.77 (t, 2H, J=5.9 Hz), 1.61 (m, 6H), 1.43 (s, 9H); LCMS (ESI) Rt=5.47 min, [M+1]+ 495.3.

Sources & evidence

ORD record
ord-6cbe238bf2ff4a538ad41b5b713c1d50
Source dataset
uspto-grants-2014_05
Patent number
US08716312B2

Reaction notes

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