HCID 57509632, compound → HCID 68750951, compound

HRID 624196Notes

Reaction equation

HRID 624196 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][N:7]([C:12]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:29])[CH2:23][CH:24]3[CH2:28][CH2:27][CH2:26][CH2:25]3)=[CH:17][CH:16]=1)=[O:13])[CH2:6]2)#[N:2].C(C1C=C2C(=CC=1)CN(C(NC1C=CC(C(=O)NCCC)=CC=1)=[O:42])C2)#N>>[CH:24]1([CH2:23][C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([NH:14][C:12]([N:7]3[CH2:6][C:5]4[C:9](=[CH:10][CH:11]=[C:3]([C:1]([NH2:2])=[O:42])[CH:4]=4)[CH2:8]3)=[O:13])=[CH:16][CH:17]=2)=[O:29])[CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

3

Reactant 2

HCID 57509632HCID 57509632, compoundHCID 57510174HCID 57510174, compound

Product 1

HCID 68750951HCID 68750951, compound

Procedure

The title compound was prepared as described in Example 132 substituting 5-cyano-N-{4-[(cyclopentylacetyl)amino]phenyl}-1,3-dihydro-2H-isoindole-2-carboxamide for 5-cyano-N-(4-(propylcarbamoyl)phenyl)isoindoline-2-carboxamide. 1H NMR (300 MHz, DMSO-d6) δ ppm 9.69 (s, 1H), 8.31 (s, 1H), 7.98 (s, 1H), 7.87-7.78 (m, 2H), 7.53-7.38 (m, 5H), 7.36 (brs, 1H), 4.78 (bs, 4H), 2.32-2.13 (m, 3H), 1.82-1.67 (m, 2H), 1.67-1.42 (m, 4H), 1.27-1.10 (m, 2H); MS (ESI(+)) m/e 407 (M+H)+.

Sources & evidence

ORD record
ord-fa032cfdc02c4daba7d19c99e9db87ba
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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