HCID 67263637, compound → HCID 66829637, compound

HRID 1687814Notes

Reaction equation

HRID 1687814 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH:4]([O:8][C:9]([N:11]2[C:17]3[CH:18]=[CH:19][C:20]([NH2:22])=[CH:21][C:16]=3[O:15][CH2:14][CH2:13][CH2:12]2)=[O:10])[CH2:3]1.[CH3:23][NH:24][C:25]([C:27]1[S:28][CH:29]=[CH:30][C:31]=1[NH:32][C:33]1[C:38]([Cl:39])=[CH:37][N:36]=[C:35](Cl)[N:34]=1)=[O:26]>>[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH:4]([O:8][C:9]([N:11]2[C:17]3[CH:18]=[CH:19][C:20]([NH:22][C:35]4[N:34]=[C:33]([NH:32][C:31]5[CH:30]=[CH:29][S:28][C:27]=5[C:25](=[O:26])[NH:24][CH3:23])[C:38]([Cl:39])=[CH:37][N:36]=4)=[CH:21][C:16]=3[O:15][CH2:14][CH2:13][CH2:12]2)=[O:10])[CH2:3]1

Participants

3

Reactant 2

HCID 67263637HCID 67263637, compoundHCID 866340043-(2,5-Dichloro-pyrimidin-4-ylamino)-thiophene-2-carboxylic acid methylamide

Product 1

HCID 66829637HCID 66829637, compound

Procedure

The title compound was prepared from 3-amino-7,8-dihydro-6H-5-oxa-9-aza-benzocycloheptene-9-carboxylic acid 1-methyl-piperidin-3-yl ester and 3-(2,5-dichloro-pyrimidin-4-ylamino)-thiophene-2-carboxylic acid methylamide in an analogous manner to Example 1410. Product isolated as an orange foam (112 mg, 60%). LCMS (m/e) 572 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 11.32 (bs, 1H), 8.47-8.30 (m, 1H), 8.13 (s, 1H), 7.46-7.13 (m, 3H), 7.13-7.04 (m, 1H), 7.01-6.88 (m, 1H), 5.82-5.68 (m, 1H), 4.98-4.71 (m, 1H), 4.25-4.06 (m, 2H), 3.90-3.64 (m, 2H), 3.03 (d, 3H, J=4.8 Hz), 2.91-2.81 (m, 1H), 2.64-2.50 (m, 1H), 2.37-2.21 (m, 3H), 2.16-2.04 (m, 3H), 2.03-1.75 (m, 3H), 1.65-1.45 (m, 1H), 1.32-1.13 (m, 1H).

Sources & evidence

ORD record
ord-9dfea6d0e0d3407bad930acd44805a69
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

Loading…